Acid amide derivatives, process for producing these, and pest agent containing these

ABSTRACT

The present invention relates to an acid amid derivative of the formula (I) or a salt thereof:  
                 
 
     wherein A is phenyl which may be substituted by X, benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy), B is alkyl, cycloalkyl, phenyl which may be substituted by Y, a heterocyclic group which may be substituted by Y, or a condensed heterocyclic group which may be substituted by Y, each of R 1  and R 2  is alkyl, cyano or —CO 2 R 14 , or R 1  and R 2  may together form a 3- to 6-membered saturated carbocyclic ring, R 3  is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —COR 15 , —S(O)mR 16  or —S(O)nNR 17 R 18 , which is useful as an active ingredient of pesticides.

TECHNICAL FIELD

[0001] The present invention relates to novel acid amide derivatives useful as active ingredients for pesticides.

BACKGROUND ART

[0002] WO 2001/60783 discloses phenacylamine derivatives, a process for their production and pesticides containing them, but there is no specific disclosure relating to acid amide derivatives of the formula (I) given hereinafter.

DISCLOSURE OF THE INVENTION

[0003] Over the years, a number of pesticides have been used, but many of them have various problems such that the effects are inadequate, their use is restricted as the pests have acquired resistance, they have high toxicity against human, animal, fish, etc., and their residual effects disturb the ecological system. Accordingly, it is desired to develop novel pesticides having high safety without such drawbacks.

[0004] Further, parasites on animals are parasitic on the body surfaces, stomachs, intestinal tracts, lungs, hearts, livers, blood vessels, subcutis and lymphatic tissues of domestic animals or companion animals and thus cause various animal diseases, such as anemia, malnutrition, asthenia, weight loss or disorders of intestinal tract walls, organs or other tissues. Accordingly, it is desired to control such parasites.

[0005] The present inventors have conducted various studies on acid amide derivatives to find a superior pesticide. As a result, it has been found that novel acid amide derivatives and their salts have very high controlling effects against pests at low doses, and they show no substantial adverse effects against mammals, fish, etc. The present invention has been accomplished on the basis of this discovery. That is the present invention provides an acid amide derivative of the formula (I) or a salt thereof:

[0006] wherein A is phenyl which may be substituted by X, benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy), B is alkyl, cycloalkyl, phenyl which may be substituted by Y, a heterocyclic group which may be substituted by Y, or a fused heterocyclic group which may be substituted by Y, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, pyridyloxy which may be substituted by Y, —OR₄, —SR₅, —NR₆R₇, —CO₂R₈, —C(═O)NR₉R₁₀ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, —OR₄, —CO₂R₁₁, —CONR₁₂R₁₃ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of R₁ and R₂ is alkyl, cyano or —CO₂R₁₄, or R₁ and R₂ may together form a 3- to 6-membered saturated carbocyclic ring, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —COR₁₅, —S(O)mR₁₆ or —S(O)nNR₁₇R₁₈, each of R₄ and R₆ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁, —C(═W)NR₂₂R₂₃, —S(O)qR₂₄ or —S(O)rNR₂₅R₂₆, R₅ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁ or —C(═W)NR₂₂R₂₃, R₇ is hydrogen, alkyl or haloalkyl, each of R₈, R₉, R₁₀, R₁₁, R₁₂, R₁₃ and R₁₄ is hydrogen or alkyl, R₁₅ is hydrogen, alkyl or alkoxy, each of R₁₆, R₁₇, R₁₈, R₁₉, R₂₀, R₂₁, R₂₂, R₂₃, R₂₄, R₂₅ and R₂₆ is alkyl, haloalkyl or phenyl (the phenyl which may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of m, n, q and r is from 0 to 2, W is oxygen or sulfur, provided that (1) a case where A is phenyl which may be substituted by X₁, B is alkyl, cycloalkyl, phenyl which may be substituted by Y₁, pyridyl which may be substituted by Y₁ or pyrazolyl which may be substituted by Y₁, each of R₁ and R₂ is alkyl, or R₁ and R₂ together form a 3- to 6-membered saturated carbocyclic ring, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, alkylcarbonyl or alkoxycarbonyl, X₁ is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y₁, phenoxy which may be substituted by Y₁, benzyloxy which may be substituted by Y₁ or pyridyloxy which may be substituted by Y₁, and Y₁ is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro or cyano, and (2) N-[1-methyl-1-(2′-methylisonicotinoyl)ethyl]benzamide, are excluded; a process for its production; and a pesticide containing it.

[0007] The number of substituents X in the phenyl which may be substituted by X, the benzyl which may be substituted by X, the naphthyl which may be substituted by X, the heterocyclic group which may be substituted by X or the fused heterocyclic group which may be substituted by X, in A, may be one or more, and in the case of more than one, such substituents may be the same or different, and the number of substituents Y in the phenyl which may be substituted by Y, the heterocyclic group which may be substituted by Y or the fused heterocyclic group which may be substituted by Y, in B, or the number of substituents Y in the phenyl which may be substituted by Y, the phenoxy which may be substituted by Y, the benzyloxy which may be substituted by Y or the pyridyloxy which may be substituted by Y, in X, may be one or more, and in the case of more than one, such substituents may be the same or different. The number of halogen, alkyl or alkoxy which is substituent of indanyl or tetrahydronaphthyl, may be one or more, and in the case of more than one, such substituents may be the same or different. The number of the substituent of the unsaturated heterocyclic group in X or Y, or the number of the substituent of the phenyl in R₁₆ to R₂₆, may be one or more, and in the case of more than one, such substituents may be the same or different.

[0008] The heterocyclic group in A or B, is a 5- or 6-membered heterocyclic group containing from 1 to 4 atoms of at least one type selected from the group consisting of O, S and N, such as furyl, tetrahydrofuryl, thienyl, pyrrolyl, pyrrolinyl, pyrrolidinyl, dioxolanyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, imidazolinyl, imidazolidinyl, pyrazolyl, pyrazolinyl, pyrazolidinyl, triazolyl, oxadiazolyl, thiadiazolyl, tetrazolyl, pyranyl, pyridyl, piperidinyl, dioxanyl, oxazinyl, morpholinyl, thiazinyl, pyridazinyl, pyrimidinyl, pyrazinyl, piperazinyl or triazinyl.

[0009] The fused heterocyclic group in A or B, is a 8- to 10-membered fused heterocyclic group containing from 1 to 4 atoms of at least one type selected from the group consisting of O, S and N, such as benzofuranyl, isobenzofuranyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, benzothienyl, isobenzothienyl, dihydrobenzothienyl, dihydroisobenzothienyl, tetrahydrobenzothienyl, indolyl, isoindolyl, benzoxazolyl, benzothiazolyl, indazolyl, benzimidazolyl, benzodioxolanyl, benzodioxanyl, chromenyl, chromanyl, isochromanyl, chromonyl, chromanonyl, quinolyl, isoquinolyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, imidazopyridyl, naphthyridinyl, pteridinyl, dihydrobenzoxazinyl, dihydrobenzoxazolinonyl, dihydrobenzoxazinonyl or benzothioxanyl.

[0010] The unsaturated heterocyclic group in X or Y, is a 5- to 6-membered unsaturated heterocyclic group containing from 1 to 4 atoms of at. least one type selected from the group consisting of O, S and N, such as furyl, thienyl, pyrrolyl, pyrrolinyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, imidazolinyl, pyrazolyl, pyrazolinyl, triazolyl, oxadiazolyl, thiadiazolyl, tetrazolyl, pyranyl, pyridyl, oxazinyl, thiazinyl, pyridazinyl, pyrimidinyl, pyrazinyl, or triazinyl.

[0011] The alkyl or alkyl moiety in B, X, Y, R₁ to R₃ or R₇ to R₂₆, the alkyl or alkyl moiety as a substituent of indanyl or tetrahydronaphthyl, in A, the alkyl or alkyl moiety as a substituent of unsaturated heterocyclic group in X or Y, or, the alkyl or alkyl moiety as a substituent of phenyl in R₁₆ to R₂₆, may be linear or branched one having from 1 to 6 carbon atoms, such as methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl or hexyl.

[0012] The cycloalkyl in B may be one having from 3 to 6 carbon atoms, such as cyclopropyl, cyclopentyl or cyclohexyl.

[0013] The alkenyl or alkenyl moiety in X may be linear or branched one having from 2 to 7 carbon atoms, such as vinyl, 1-propenyl, allyl, isopropenyl, 1-butenyl, 1,3-butadienyl, 1-hexenyl or 1-heptenyl. Further, the alkynyl or alkynyl moiety in X may be linear or branched one having from 2 to 7 carbon atoms, such as ethynyl, 2-butynyl, 2-pentynyl, 3-hexynyl or 4-dimethyl-2-pentynyl.

[0014] As the halogen or the halogen as a substituent in A, X, Y, R₇ or R₁₆ to R₂₆ (include halogen as a substituent of indanyl or tetrahydronaphthyl, in A, halogen as a substituent of unsaturated heterocyclic group in X and Y, and halogen as a substituent of phenyl in R₁₆ to R₂₆), an atom of fluorine, chlorine, bromine or iodine may be mentioned. The number of halogens as substituents may be one or more, and in a case where it is more than one, the respective halogens may be the same or different. Further, such halogens may be substituted at any position.

[0015] The salt of the acid amide derivative of the above formula (I) may be any salt so long as it is agriculturally acceptable. For example, it may be an alkali metal salt such as a sodium salt or a potassium salt; an alkaline earth metal salt such as a magnesium salt or a calcium salt; an ammonium salt such as a dimethylamine salt or a triethylamine salt; an inorganic salt such as a hydrochloride, a perchlorate, a sulfate or a nitrate; or an organic salt such as an acetate or a methanesulfonate.

[0016] The acid amide derivative of the above formula (I) has various isomers such as optical isomers and tautomeric isomers, and the present invention includes both isomers and mixtures of such isomers. Further, the present invention also includes various isomers other than the above isomers within the common knowledge in the technical field concerned.

[0017] The acid amide derivative of the above formula (I) or a salt thereof (hereinafter referred to simply as the compound of the present invention) can be produced by the following reactions (A) to (K), or by a usual process for producing a salt.

[0018] (II) or a salt thereof (I-1)

[0019] In the reaction (A), A, B, R₁, and R₂, are as defined above. Z is hydroxy, alkoxy or halogen, and the halogen may be an atom of fluorine, chlorine, bromine or iodine.

[0020] Reaction (A) is carried out usually in the presence of a base and a solvent.

[0021] The base may be one or more suitably selected from e.g. an alkali metal such as sodium or potassium; an alkali metal alcoholate such as sodium methylate, sodium ethylate or potassium tertiary butoxide; a carbonate such as sodium carbonate or potassium carbonate; a bicarbonate such as sodium bicarbonate or potassium bicarbonate; a metal hydroxide such as sodium hydroxide or potassium hydroxide; a metal hydride such as sodium hydride or potassium hydride; an amine such as monomethylamine, dimethylamine or triethylamine; and a pyridine such as pyridine or 4-dimethylaminopyridine. The base is used in an amount of from 1 to 3 mols, preferably from 1 to 2 mols, per mol of the compound of the formula (II).

[0022] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile and a ketone such as acetone or methyl ethyl ketone.

[0023] Reaction (A) is carried out, if necessary, in the presence of a dehydration condensation agent. The dehydration condensation agent may, for example, be N,N′-dicyclohexylcarbodiimide, chlorosulfonyl isocyanate, N,N′-carbonyldiimidazole and trifluoroacetic anhydride.

[0024] The reaction temperature for reaction (A) is usually from 0 to 100° C., preferably from 0 to 50° C., and the reaction time is usually from 0.5 to 48 hours, preferably from 1 to 24 hours.

[0025] In reaction (B), A, B, R₁ and R₂ are as defined above, and R_(3a) is alkyl, alkoxyalkyl, alkylthioalkyl, —COR₁₅, —S(O)_(m)R₁₆ or —S(O)_(n)NR₁₇R₁₈ (wherein R₁₅, R₁₆, R₁₇, R₁₈, m and n are as defined above), and T is halogen, and the halogen may be an atom of fluorine, chlorine, bromine or iodine.

[0026] Reaction (B) is carried out usually in the presence of a base and a solvent.

[0027] The base may be one or more suitably selected from e.g. an alkali metal such as sodium or potassium; an alkali metal alcoholate such as sodium methylate, sodium ethylate or potassium tertiary butoxide; a carbonate such as sodium carbonate or potassium carbonate; a bicarbonate such as sodium bicarbonate or potassium bicarbonate; a metal hydroxide such as sodium hydroxide or potassium hydroxide; a metal hydride such as sodium hydride or potassium hydride; an amine such as monomethylamine, dimethylamine or triethylamine; and a pyridine such as pyridine or 4-dimethylaminopyridine. The base is used in an amount of from 1 to 3 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (I-1).

[0028] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; and a ketone such as acetone or methyl ethyl ketone.

[0029] The reaction temperature for reaction (B) is usually from 0 to 100° C., preferably from 0 to 50° C., and the reaction time is usually from 1 to 300 hours, preferably from 1 to 150 hours.

[0030] (II) or a salt thereof

[0031] In reaction (C), A, R₁ and R₂ are as defined above, and B₁ is phenyl substituted by —CO₂H, a heterocyclic group substituted by —CO₂H, or a fused heterocyclic group substituted by —CO₂H. The formula (V) is anhydrous dicarboxylic acid of Q (phenyl, a heterocyclic group or a fused heterocyclic group).

[0032] Reaction (C) is carried out usually in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxy ethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; and an alcohol such as methanol, ethanol, propanol or tert-butanol.

[0033] Reaction (C) is carried out, if necessary, in the presence of a base. The base may be one or more suitably selected from e.g. an alkali metal such as sodium or potassium; an alkali metal alcoholate such as sodium methylate, sodium ethylate or potassium tertiary butoxide; a carbonate such as sodium carbonate or potassium carbonate; a bicarbonate such as sodium bicarbonate or potassium bicarbonate; a metal hydroxide such as sodium hydroxide or potassium hydroxide; a metal hydride such as sodium hydride or potassium hydride; an amine such as monomethylamine, dimethylamine or triethylamine; and a pyridine such as pyridine or 4-dimethylaminopyridine. The base is used in an amount of from 1 to 3 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (II).

[0034] The reaction temperature for reaction (C) is usually from 0 to 150° C., preferably from 0 to 80° C. The reaction time is usually from 0.5 to 96 hours, preferably from 1 to 48 hours.

[0035] In reaction (D), A, R₁ and R₂ are as defined above. B₂ is phenyl substituted by Y₂, a heterocyclic group substituted by Y₂, or a fused heterocyclic group substituted by Y₂, B₃ is phenyl substituted by Y₃, a heterocyclic group substituted by Y₃, or a fused heterocyclic group substituted by Y₃, Y₂ is an atom of chlorine, bromine or iodine, and Y₃ is an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy).

[0036] Reaction (D) is carried out usually in the presence of a catalyst, a base, a solvent and an inert gas.

[0037] The catalyst may be one or more suitably selected from e.g. palladium complexes such as tetrakis (triphenylphosphine)palladium(0), bis (dibenzylideneacetone)palladium(0), and tris (dibenzylideneacetone)dipalladium(0).

[0038] The base may be one or more suitably selected from e.g. a carbonate such as sodium carbonate, potassium carbonate or calcium carbonate; a bicarbonate such as sodium bicarbonate or potassium bicarbonate; and a metal hydroxide such as sodium hydroxide or potassium hydroxide. The base is used in an amount of from 1 to 20 mols, preferably from 1 to 10 mols, per mol of the compound of the formula (I-4).

[0039] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; an alcohol such as methanol, ethanol, propanol or tert-butanol; and water.

[0040] The inert gas may, for example, be nitrogen gas or argon gas.

[0041] The reaction temperature for reaction (D) is usually from 0 to 150° C., preferably from 15 to 100° C. The reaction time is usually from 0.5 to 96 hours, preferably from 1 to 48 hours.

[0042] In reaction (E), A, R₁ and R₂ are as defined above, and B₄ is phenyl substituted by —CO₂H, a heterocyclic group substituted by —CO₂H, or a fused heterocyclic group substituted by —CO₂H, B₅ is phenyl substituted by —CO₂ R_(11a), a heterocyclic group substituted by —CO₂ R_(11a), or a fused heterocyclic group substituted by —CO₂ R_(11a), and R_(11a) is alkyl.

[0043] The first step in reaction (E) is carried out in the presence of a chlorination agent. The chlorination agent may be one or more suitably selected from e.g. thionyl chloride, oxalyl chloride and phosphorus pentachloride.

[0044] The first step in reaction (E) is carried out, if necessary, in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; and an ester such as methyl acetate or ethyl acetate.

[0045] The reaction temperature for the first step in reaction (E) is usually from 0 to 200° C., preferably from 15 to 150° C. The reaction time is usually from 0.1 to 72 hours, preferably from 0.5 to 3 hours.

[0046] The second step in reaction (E) is carried out, if necessary, in the presence of a base. The base may be one or more suitably selected from e.g. an alkali metal such as sodium or potassium; an alkali metal alcoholate such as sodium methylate, sodium ethylate or potassium tertiary butoxide; a carbonate such as sodium carbonate or potassium carbonate; a bicarbonate such as sodium bicarbonate or potassium bicarbonate; a metal hydroxide such as sodium hydroxide or potassium hydroxide; a metal hydride such as sodium hydride or potassium hydride; an amine such as monomethylamine, dimethylamine or triethylamine; and a pyridine such as pyridine or 4-dimethylaminopyridine. The base is used in an amount of from 1 to 5 mols, preferably from 1 to 2 mols, per mol of the compound of the formula (I-6).

[0047] The second step in reaction (E) is carried out, if necessary, in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; and a ketone such as acetone or methyl ethyl ketone. Further, in this reaction, the compound of the formula (VII) may serve also as a solvent if used excessively.

[0048] The reaction temperature for the second step in reaction (E) is usually from 0 to 100° C., preferably from 0 to 50° C. The reaction time is usually from 0.1 to 48 hours, preferably from 0.5 to 6 hours.

[0049] In reaction (F), A, B₄ B₅, R₁, R₂ and B_(11a) are as defined above.

[0050] Reaction (F) is carried out usually in the presence of a catalyst or a dehydration condensation agent.

[0051] The catalyst may be one or more suitably selected from e.g. a mineral acid such as hydrochloric acid or sulfuric acid; an organic acid such as paratoluene sulfonic acid; and a Lewis acid such as boron trifluoride etherate.

[0052] The dehydration condensation agent may be one or more suitably selected from e.g. N,N′-dicyclohexylcarbodiimide, chlorosulfonyl isocyanate, N,N′-carbonyldiimidazole and trifluoroacetic anhydride.

[0053] Reaction (F) is carried out, if necessary, in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; and an alcohol such as methanol, ethanol, propanol or tert-butanol. Further, in this reaction, the compound of the formula (VII) may serve also as a solvent if used excessively.

[0054] The reaction temperature for reaction (F) is usually from 0 to 200° C., preferably from 0 to 100° C. The reaction time is usually from 0.1 to 96 hours, preferably from 0.5 to 24 hours.

[0055] In reaction (G), A, B₄, R₁, R₂, R₁₂ and R₁₃ are as defined above, and B₆ is phenyl substituted by —CONR₁₂R₁₃, a heterocyclic group substituted by —CONR₁₂R₁₃, or a fused heterocyclic group substituted by —CONR₁₂R₁₃ (wherein R₁₂ and R₁₃ are as defined above)

[0056] The first step in reaction (G) is carried out in accordance with the first step in the above-described reaction (E).

[0057] The second step in the reaction (G) is carried out, if necessary, in the presence of a base. The base may be one or more suitably selected from e.g. an alkali metal such as sodium or potassium; an alkali metal alcoholate such as sodium methylate, sodium ethylate or potassium tertiary butoxide; a carbonate such as sodium carbonate or potassium carbonate; a bicarbonate such as sodium bicarbonate or potassium bicarbonate; a metal hydroxide such as sodium hydroxide or potassium hydroxide; a metal hydride such as sodium hydride or potassium hydride; an amine such as monomethylamine, dimethylamine or triethylamine; and a pyridine such as pyridine or 4-dimethylaminopyridine. The base is used in an amount of from 1 to 10 mols, preferably from 1 to 2 mols, per mol of the compound of the formula (I-6).

[0058] The second step in reaction (G) is carried out, if necessary, in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; and water.

[0059] The reaction temperature for the second step in reaction (G) is usually from 0 to 100° C., preferably from 0 to 50° C. The reaction time is usually from 0.1 to 48 hours, preferably from 0.5 to 6 hours.

[0060] In reaction (H), A, B₄, B₆, R₁, R₂, R₁₂ and B₁₃ are as defined above.

[0061] Reaction (H) is carried out usually in the presence of a dehydration condensation agent and a solvent.

[0062] The dehydration condensation agent may be one or more suitably selected from e.g. N,N′-dicyclohexylcarbodiimide, chlorosulfonyl isocyanate, N,N′-carbonyldiimidazole and trifluoroacetic anhydride.

[0063] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; and a ketone such as acetone or methyl ethyl ketone.

[0064] The reaction temperature for the reaction (H) is usually from 0 to 200° C., preferably from 0 to 100° C. The reaction time is usually from 0.1 to 96 hours, preferably from 0.5 to 24 hours.

[0065] In reaction (I), A, B₅, B₆, R₁, R₂, R₁₂ and R₁₃ are as defined above.

[0066] Reaction (I) is carried out usually in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; an alcohol such as methanol, ethanol, propanol or tert-butanol; and water. Further, in this reaction, the compound of the formula (VIII) may serve also as a solvent if used excessively.

[0067] The reaction temperature for the reaction (I) is usually from 0 to 150° C., preferably from 0 to 80° C. The reaction time is usually from 0.1 to 48 hours, preferably from 0.5 to 24 hours.

[0068] In reaction (J), B is as defined above, A₁ is phenyl substituted by —OR_(4a), benzyl substituted by —OR_(4a), naphthyl substituted by —OR_(4a), a heterocyclic group substituted by —OR_(4a) or a fused heterocyclic group substituted by —OR_(4a), A₂ is phenyl substituted by —OH, benzyl substituted by —OH, naphthyl substituted by —OH, a heterocyclic group substituted by —OH or a fused heterocyclic group substituted by —OH, each of R_(1a) and R_(2a) is alkyl or cyano. R_(1a) and R_(2a) may together form a 3- to 6-membered saturated carbocycle, R_(4a) is —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁, —C(═W)NR₂₂R₂₃, —S(O)qR₂₄ or —S(O)rNR₂₅R₂₆ (wherein R₁₉ to R₂₆, W, q and r are as defined above), and M is sodium or potassium.

[0069] Reaction (J) is usually carried out in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone;an alcohol such as methanol, ethanol, propanol or tert-butanol; and water.

[0070] The reaction temperature for reaction (J) is usually from 0 to 100° C., preferably from 20 to 80° C. The reaction time is usually from 0.1 to 24 hours, preferably from 0.1 to 12 hours.

[0071] In reaction (K), A₁, A₂, B, R_(1a), R_(2a) and R_(4a) are as defined above, G is an atom of chlorine, bromine or iodine.

[0072] Reaction (K) is usually carried out in the presence of a base and a solvent.

[0073] The base may be one or more suitably selected from e.g. an alkali metal alcoholate such as sodium methylate, sodium ethylate or potassium tertiary butoxide; a carbonate such as sodium carbonate or potassium carbonate; a bicarbonate such as sodium bicarbonate or potassium bicarbonate; a metal hydroxide such as sodium hydroxide or potassium hydroxide; a metal hydride such as sodium hydride or potassium hydride; an amine such as monomethylamine, dimethylamine or triethylamine; and a pyridine such as pyridine or 4-dimethylaminopyridine. The base is used in an amount of from 1 to 2 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (I-10).

[0074] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; and a ketone such as acetone or methyl ethyl ketone.

[0075] The reaction temperature for reaction (K) is usually from −20 to 100° C., preferably from 0 to 50° C. The reaction time is usually from 0.1 to 24 hours, preferably from 0.1 to 12 hours.

[0076] The compound of the formula (II) to be used in the above reaction (A) or (C) is novel and can be produced by the following reactions (L) to (N).

[0077] In reaction (L), A, R₁ and R₂ are as defined above. In reaction (L), a salt of the compound (II) can be produced by post treatment of the reaction or in accordance with a usual reaction for forming a salt.

[0078] Reaction (L) is carried out usually in the presence of an oxidizing agent and a solvent.

[0079] The oxidizing agent may, for example, be potassium ferricyanide. The oxidizing agent is used in an amount of from 1 to 10 mols, preferably from 1 to 5 mols, per mol of the compound of the formula (XII).

[0080] The solvent may be any solvent so long as it is inert to the reaction. For example, it may be one or more suitably selected from e.g. an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; and water.

[0081] The reaction temperature for reaction (L) is usually from 20 to 150° C., preferably from 50 to 100° C. The reaction time is usually from 0.5 to 30 hours, preferably from 1 to 20 hours.

[0082] In reaction (M), A, R₁ and R₂ are as defined above. In reaction (M), a salt of the compound (II) can be roduced by post treatment of the reaction or in accordance with a usual reaction for forming a salt.

[0083] The cyclization reaction in reaction (M) is carried out usually in the presence of a base and a solvent.

[0084] The base may be one or more suitably selected from e.g. an alkali metal such as sodium or potassium; an alkali metal alcoholate such as sodium methylate, sodium ethylate or potassium tert-butoxide; and a metal hydride such as sodium hydride or potassium hydride. The base is used in an amount of from 1 to 3 mols, preferably from 1 to 1.5 mols per mol of the compound of the formula (XIII).

[0085] The solvent may be any solvent so long as it is inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an alcohol such as methanol, ethanol, propanol or tert-butanol; and a nitrile such as acetonitrile, propionitrile or acrylonitrile.

[0086] The reaction temperature for the cyclization reaction in reaction (M) is usually from 0 to 150° C., preferably from 30 to 100° C. The reaction time is usually from 0.5 to 24 hours, preferably from 1 to 12 hours.

[0087] The hydrolytic reaction in reaction (M) may be carried out in accordance with a common hydrolytic reaction and is carried out usually in the presence of an acid or base and a solvent.

[0088] The acid may, for example, be hydrogen chloride or sulfuric acid. The base may, for example, be a metal hydroxide such as sodium hydroxide or potassium hydroxide.

[0089] The solvent may be any solvent so long as it is inert to the reaction. For example, it may be one or more suitably selected e.g. an alcohol such as methanol, ethanol, propanol or tert-butanol; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; and water.

[0090] The reaction temperature for the hydrolytic reaction in reaction (M) is usually from 0 to 100° C., preferably from 20 to 80° C. The reaction time is usually from 0.1 to 12 hours, preferably from 0.1 to 1 hour.

[0091] In reaction (N), A, R₁ and R₂ are as defined above. In reaction (N), a salt of the compound (II) can be produced by post treatment of the reaction or in accordance with a usual reaction for forming a salt.

[0092] The reduction reaction in reaction (N) may, for example, be catalytic reduction, reduction by a metal hydride (such as sodium boron hydride, or lithium aluminum hydride) or reduction by e.g. triphenylphosphine or sulfide. The catalytic reduction is usually carried out by reacting with hydrogen, formic acid, ammonium formate, an alcohol, cyclohexane, triethylammonium formate or ammonium chloride, in the presence of a catalyst. The catalyst may be one or more suitably selected from e.g. platinum, platinum oxide, platinum black, Raney Nickel, palladium, palladium-carbon, rhodium, rhodium-alumina, iron and copper.

[0093] Reaction (N) is carried out usually in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene or xylene; an aliphatic hydrocarbon such as hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; an alcohol such as methanol, ethanol, propanol or tert-butanol; and water.

[0094] The reaction temperature in reaction (N) is usually from 0 to 150° C., preferably from 0 to 80° C. The reaction time is usually from 0.5 to 96 hours, preferably from 1 to 48 hours.

[0095] The compound of the formula (XIII) to be used in the above reaction (M) is novel and can be produced by the following reaction (O).

[0096] In reaction (O), A, R₁ and R₂ are as defined above.

[0097] Reaction (O) may be carried out, if necessary, in the presence of a solvent. The solvent may be any solvent so long as it is inert to the reaction, and for example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethyoxyethane; an ester such as methyl acetate or ethyl acetate; an alcohol such as methanol, ethanol, propanol or tert-butanol; a nitrile such as acetonitrile, propionitrile or acrylonitrile; and a ketone such as acetone or methyl ethyl ketone.

[0098] Methyl iodide in reaction (O) is used in an amount of from 1 to 10 mols, preferably from 1 to 3 mols, per mol of the compound of the formula (XV). Further, methyl iodide may serve also as a solvent if used excessively.

[0099] The reaction temperature for reaction (O) is usually from 0 to 100° C., preferably from 10 to 50° C. The reaction time is usually from 0.5 to 48 hours, preferably from 1 to 24 hours.

[0100] The compound of the formula (XIV) to be used in the above reaction (N) is novel and can be produced by the following reaction (P).

[0101] In reaction (P), A, R₁ and R₂ are as defined above, U is an atom of chlorine or bromine.

[0102] Reaction (P) is carried out in the presence of an azidation agent. The azidation agent may be one or more suitably selected from e.g. sodium azide, potassium azide and trimethylsilyl azide.

[0103] Reaction (P) is carried out usually in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; a nitrile such as acetonitrile, propionitrile or acrylonitrile; a ketone such as acetone or methyl ethyl ketone; an alcohol such as methanol, ethanol, propanol or tert-butanol; and water.

[0104] The reaction temperature for reaction (P) is usually from 0 to 150° C., preferably from 20 to 90° C. The reaction time is usually from 0.1 to 96 hours, preferably from 0.5 to 12 hours.

[0105] The compound of the formula (XV) to be used in the above reaction (O) is novel and can be produced by the following reaction (Q).

[0106] In reaction (Q), A, R₁ and R₂ are as defined above.

[0107] Reaction (Q) can be carried out in accordance with a common hydrazone synthetic reaction and, if necessary, in the presence of a dehydrating agent and/or a catalyst.

[0108] As the dehydrating agent, molecular sieve may, for example, be mentioned. The dehydrating agent may be used usually from 1 to 30 times, preferably from 5 to 10 times relative to the weight of the compound of the formula (XII).

[0109] The catalyst may, for example, be titanium tetrachloride.

[0110] Dimethylhydrazine for reaction (Q) is used usually in an amount of from 1 to 30 mols, preferably from 5 to 10 mols, per mol of the compound of the formula (XII).

[0111] The reaction temperature for reaction (Q) is usually from 20 to 150° C., preferably from 50 to 120° C. The reaction time is usually from 5 to 200 hours, preferably from 24 to 120 hours.

[0112] The compound of the formula (XVI) to be used in the above reaction (P) is novel and can be produced by the following reaction (R).

[0113] In reaction (R), A, R₁, R₂ and U are as defined above.

[0114] Reaction (R) is carried out in the presence of a chlorination agent or a bromination agent. The chlorination agent may be one or more suitably selected from e.g. chlorine and N-chlorosuccinimide. The bromination agent may be one or more suitably selected from e.g. bromine, N-bromosuccinimide and phenyltrimethyl ammonium tribromide.

[0115] Reaction (R) is carried out usually in the presence of a solvent. The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane; an ether such as dioxane, tetrahydrofuran, diethyl ether or dimethoxyethane; an ester such as methyl acetate or ethyl acetate; a polar aprotic solvent such as dimethyl sulfoxide, sulfolane, dimethylacetamide, dimethylformamide, N-methylpyrrolidone or pyridine; an organic acid such as acetic acid or propionic acid; and water.

[0116] Reaction (R) is carried out, if necessary, in the presence of a base or an acid.

[0117] The base may, for example, be lithium diisopropylamide. The base is used in an amount of from 1 to 2 mols, preferably from 1 to 1.2 mols, per mol of the compound of the formula (XII).

[0118] The acid may be one or more suitably selected from e.g. an organic acid such as acetic acid or propionic acid, and aluminum chloride. The acid is usually used in a catalytic amount. Further, an organic acid as a solvent may serve as both a solvent and an acid if used excessively.

[0119] The reaction temperature for reaction (R) is usually from −100 to 150° C., preferably from −78 to 110° C. The reaction time is usually from 0.1 to 48 hours, preferably from 0.5 to 24 hours. However, if it is carried out in the presence of a base, the reaction temperature is usually from −100 to 0° C., preferably from −78 to −20° C., and the reaction time is usually from 0.1 to 12 hours, preferably from 0.5 to 6 hours. If it is carried out in the presence of an acid, the reaction temperature is usually from 0 to 150° C., preferably from 20 to 110° C., and the reaction time is usually from 0.1 to 48 hours, preferably from 1 to 24 hours.

[0120] The compound of the formula (XII) to be used in the above reaction (Q) is a known compound, or can be produced by the following reactions (S) to (T) or by methods in accordance therewith.

[0121] In reaction (S), R₁ and R₂ are as defined above, and Z is an oxygen atom or —C(G₁)G₂-, Xa is an hydrogen atom, chlorine atom or alkyl, Xa′ is a chlorine atom or alkyl, each of Xb, Xc, Xd, Xe, G₁ and G₂ is an atom of hydrogen, fluorine or chlorine, V is an atom of bromine or iodine, and j is 0 or 1.

[0122] The first step in reaction (S) is carried out in the presence of a base and a solvent.

[0123] The base may be suitably selected from an organic lithium compound such as lithium diisopropylamide. The base is used in an amount of from 1 to 2 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (XVII).

[0124] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an ether such as dioxane, tetrahydrofuran and diethyl ether.

[0125] The chlorination agent to be used for the first step in reaction (S) may, for example, be N-chlorosuccinimide.

[0126] The formula: Xa′-I to be used for the first step in reaction (S) is used in an amount of from 1 to 10 mols, preferably from 1 to 5 mols, per mol of the compound of the formula (XVII). Further, the chlorination agent to be used for the first step in reaction (S) is used in an amount of from 1 to 5 mols, preferably from 1 to 3 mols, per mol of the compound of the formula (XVII).

[0127] The first step in reaction (S) is carried out, if necessary, in the presence of an inert gas. The inert gas may be suitably selected from e.g. nitrogen gas or argon gas.

[0128] The reaction temperature for the first step in reaction (S) is usually from −100 to 50° C., preferably from −70 to 25° C. The reaction time is usually from 1 to 48 hours, preferably from 1 to 20 hours.

[0129] The second step in reaction (S) is carried out, usually in the presence of a base and a solvent.

[0130] The base may be one or more suitably selected from e.g. organic lithium compounds such as methyllithium and n-butyllithium. The base is used in an amount of from 1 to 2 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (XVII) or (XVIII).

[0131] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. ethers such as dioxane, tetrahydrofuran and diethyl ether.

[0132] The compound of the formula (XIX) to be used for the second step in reaction (S) is used in an amount of from 1 to 3 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (XVII) or (XVIII).

[0133] The second step in reaction (S) is carried out, if necessary, in the presence of an inert gas. The inert gas may be suitably selected from e.g. nitrogen gas and argon gas.

[0134] The reaction temperature for the second step in reaction (S) is usually from −100 to 50° C., preferably from −70 to 25° C. The reaction time is usually from 1 to 48 hours, preferably from 1 to 20 hours.

[0135] In reaction (T), R₁, R₂, Z, Xa, Xa′, Xb, Xc, Xd, Xe, V and j are as defined above.

[0136] The first step in reaction (T) is carried out usually in the presence of a base and a solvent.

[0137] The base may be one or more suitably selected from e.g. organic lithium compounds such as methyllithium and n-butyllithium.

[0138] The base is used in an amount of from 1 to 2 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (XVII) or (XVIII).

[0139] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an ether such as dioxane, tetrahydrofuran and diethyl ether.

[0140] The compound of the formula (XX) to be used for the first step in reaction (T) is used in an amount of from 1 to 3 mols, preferably from 1 to 1.5 mols, per mol of the compound of the formula (XVII) or (XVIII).

[0141] The first step in reaction (T) is carried out, if necessary, in the presence of an inert gas. The inert gas may be suitably selected from e.g. nitrogen gas and argon gas.

[0142] The reaction temperature for the first step in reaction (T) is usually from −100 to 50° C., preferably from −70 to 25° C. The reaction time is usually from 1 to 48 hours, preferably from 1 to 20 hours.

[0143] The second step for reaction (T) is carried out usually in the presence of an oxidizing agent and a solvent.

[0144] The oxidizing agent may be one or more suitably selected from e.g. pyridinium chlorochromate and manganese dioxide. The oxidizing agent is used in an amount of from 1 to 10 mols, preferably from 1 to 3 mols, per mol of the compound of the formula (XXI).

[0145] The solvent may be any solvent so long as it is a solvent inert to the reaction. For example, it may be one or more suitably selected from e.g. an aromatic hydrocarbon such as benzene, toluene, xylene or chlorobenzene; and an aliphatic hydrocarbon such as carbon tetrachloride, methyl chloride, chloroform, dichloromethane, dichloroethane, trichloroethane, hexane or cyclohexane.

[0146] The reaction temperature for the second step in reaction (T) is usually from 0 to 150° C., preferably from to 100° C. The reaction time is usually from 0.5 to 24 hours, preferably from 1 to 12 hours.

[0147] Preferred embodiments of pesticides containing the compounds of the present invention will now be described.

[0148] The pesticides containing the compounds of the present invention are particularly useful as an insecticide, a miticide, a nematicide and a soil pesticide, and they are effective for controlling plant parasitic mites such as two-spotted spider mite (Tetranychus urticae), carmine spider mite (Tetranychus cinnabarinus), kanzawa spider mite (Tetranychus kanzawai), citrus red mite (Panonychus citri), European red mite (Panonychus ulmi), broad mite (Polyphagotarsonemus latus), pink citrus rust mite (Aculops pelekassi) and bulb mite (Rhizoglyphus echinopus); agricultural insect pests such as aphids such as green peach aphid (Myzus persicae) and cotton aphid (Aphis gossypii), diamondback moth (Plutella xylostella), cabbage armyworm (Mamestra brassicae), common cutworm (Spodoptera litura), codling moth (Laspeyresia pomonella), bollworm (Heliothis zea), tobacco budworm (Heliothis virescens), gypsy moth (Lymantria dispar), rice leafroller (Cnaphalocrocis medinalis), Adoxophyes sp., colorado potato beetle (Leptinotarsa decemlineata), cucurbit leaf beetle (Aulacophora femoralis), boll weevil (Anthonomus grandis), planthoppers, leafhoppers, scales, bugs, whiteflies, thrips, grasshoppers, anthomyiid flies, scarabs, black cutworm (Agrotis ipsilon), cutworm (Agrotis segetum) and ants; plant parasitic nematodes such as root-knot nematodes, cyst nematodes, root-lesion nematodes, rice white-tip nematode (Aphelenchoides besseyi), strawberry bud nematode (Nothotylenchus acris), pine wood nematode (Bursaphelenchus lignicolus); gastropods such as slugs and snails; soil pests such as isopods such as pillbugs (Armadilidium vulgare) and pillbugs (Porcellio scaber); hygienic insect pests such as tropical rat mite (Ornithonyssus bacoti), cockroachs, housefly (Musca domestica) and house mosquito (Culex pipiens); stored grain insect pests such as angoumois grai moth (Sitotroga cerealella), adzuki bean weevil (Callosobruchus chinensis), red flour beetle (Tribolium castaneum) and mealworms; household goods insect pests such as casemaking clothes moth (Tinea pellionella), black carpet beetle (Anthrenus scrophularidae) and subterranean termites; domestic mites such as mold mite (Tyrophagus putrescentiae), Dermatophagoides farinae and Chelacaropsis moorei. Among them, the pesticides containing the compounds of the present invention are particularly effective for controlling agricultural insect pests, plant parasitic nematodes or the like. Further, they are effective against insect pests having acquired resistance to organophosphorus, carbamate and/or synthetic pyrethroid insecticides. Moreover, the compounds of the present invention have excellent systemic properties, and by the application of the compounds of the present invention to soil treatment, not only noxious insects, noxious mites, noxious nematodes, noxious gastropods and noxious isopods in soil but also foliage pests can be controlled.

[0149] Another preferred embodiments of the pesticides containing compounds of the present invention may be agricultural and horticultural pesticides which collectively control the above-mentioned plant parasitic mites, agricultural insect pests, plant parasitic nematodes, gastropods and soil pests.

[0150] The pesticide containing the compound of the present invention, is usually formulated by mixing the compound with various agricultural adjuvants and used in the form of a formulation such as a dust, granules, water-dispersible granules, a wettable powder, a water-based suspension concentrate, an oil-based suspension concentrate, water soluble granules, an emulsifiable concentrate, a soluble concentrate, a paste, an aerosol or an ultra low-volume formulation. However, so long as it is suitable for the purpose of the present invention, it may be formulated into any type of formulation which is commonly used in this field. Such agricultural adjuvants include solid carriers such as diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaoline, bentonite, a mixture of kaolinite and sericite, clay, sodium carbonate, sodium bicarbonate, mirabilite, zeolite and starch; solvents such as water, toluene, xylene, solvent naphtha, dioxane, acetone, isophorone, methyl isobutyl ketone, chlorobenzene, cyclohexane, dimethylsulfoxide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, and alcohol; anionic surfactants and spreaders such as a salt of fatty acid, a benzoate, an alkylsulfosuccinate, a dialkylsulfosuccinate, a polycarboxylate, a salt of alkylsulfuric acid ester, an alkyl sulfate, an alkylaryl sulfate, an alkyl diglycol ether sulfate, a salt of alcohol sulfuric acid ester, an alkyl sulfonate, an alkylaryl sulfonate, an aryl sulfonate, a lignin sulfonate, an alkyldiphenyl ether disulfonate, a polystyrene sulfonate, a salt of alkylphosphoric acid ester, an alkylaryl phosphate, a styrylaryl phosphate, a salt of polyoxyethylene alkyl ether sulfuric acid ester, a polyoxyethylene alkylaryl ether sulfate, a salt of polyoxyethylene alkylaryl ether sulfuric acid ester, a polyoxyethylene alkyl ether phosphate, a salt of polyoxyethylene alkylaryl phosphoric acid ester, and a salt of a condensate of naphthalene sulfonate with formalin; nonionic surfactants and spreaders such as a sorbitan fatty acid ester, a glycerin fatty acid ester, a fatty acid polyglyceride, a fatty acid alcohol polyglycol ether, acetylene glycol, acetylene alcohol, an oxyalkylene block polymer, a polyoxyethylene alkyl ether, a polyoxyethylene alkylaryl ether, a polyoxyethylene styrylaryl ether, a polyoxyethylene glycol alkyl ether, a polyoxyethylene fatty acid ester, a polyoxyethylene sorbitan fatty acid ester, a polyoxyethylene glycerin fatty acid ester, a polyoxyethylene hydrogenated castor oil, and a polyoxypropylene fatty acid ester; and vegetable and mineral oils such as olive oil, kapok oil, castor oil, palm oil, camellia oil, coconut oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil, tung oil, and liquid paraffins. Such adjuvants may be selected for use among those known in this field, so long as the purpose of the present invention can thereby be accomplished. Further, various additives which are commonly used, such as a filler, a thickener, an anti-settling agent, an anti-freezing agent, a dispersion stabilizer, a phytotoxicity reducing agent, and an anti-mold agent, may also be employed.

[0151] The weight ratio of the compound of the present invention to the various agricultural adjuvants is usually from 0.001:99.999 to 95:5, preferably from 0.005:99.995 to 90:10.

[0152] In the actual application of such a formulation, it may be used as it is, or may be diluted to a predetermined concentration with a diluent such as water, and various spreaders may be added thereto, as the case requires.

[0153] The application of the pesticide containing the compound of the present invention can not generally be defined, as it varies depending upon the weather conditions, the type of the formulation, the application season, the application site or the types or degree of outbreak of the pest insects. However, it is usually applied in a concentration of the active ingredient being from 0.05 to 800,000 ppm, preferably from 0.5 to 500,000 ppm, and the dose per unit area is such that the compound of the present invention is from 0.05 to 50,000 g, preferably from 1 to 30,000 g, per hectare. Further, agricultural and horticultural pesticides as another preferred embodiment of pesticides containing the compounds of the present invention may be applied in accordance with the above-described application of pesticides. The present invention includes such a method for controlling pests, particularly for controlling agricultural insect pests or plant parasitic nematodes by such applications.

[0154] Various formulations of pesticides containing the compounds of the present invention or their diluted compositions may be applied by conventional methods for application which are commonly employed, such as spraying (e.g. spraying, jetting, misting, atomizing, powder or grain scattering or dispersing in water), soil application (e.g. mixing or drenching), surface application (e.g. coating, powdering or covering) or impregnation to obtain poisonous feed. Further, it is possible to feed domestic animals with a food containing the above active ingredient and to control the outbreak or growth of pests, particularly insect pests, with their excrements. Furthermore, the active ingredient may also be applied by a so-called ultra low-volume application method. In this method, the composition may be composed of 100% of the active ingredient.

[0155] Further, the pesticides containing compounds of the present invention may be mixed with or may be used in combination with other agricultural chemicals, fertilizers or phytotoxicity-reducing agents, whereby synergistic effects or activities may sometimes be obtained. Such other agricultural chemicals include, for example, a herbicide, an insecticide, a miticide, a nematicide, a soil pesticide, a fungicide, an antivirus agent, an attractant, an antibiotic, a plant hormone and a plant growth regulating agent. Especially, with a mixed pesticide having a compound of the present invention mixed with or used in combination with one or more active compounds of other agricultural chemicals, the application range, the application time, the pesticidal activities, etc. may be improved to preferred directions. The compound of the present invention and the active compounds of other agricultural chemicals may separately be formulated so that they may be mixed for use at the time of application, or they may be formulated together. The present invention includes such a mixed pesticidal composition.

[0156] The mixing ratio of the compound of the present invention to the active compounds of other agricultural chemicals can not generally be defined, since it varies depending upon the weather conditions, the types of formulations, the application time, the application site, the types or degree of outbreak of insect pests, etc., but it is usually within a range of from 1:300 to 300:1, preferably from 1:100 to 100:1, by weight. Further, the dose for the application is such that the total amount of the active compounds is from 0.1 to 50,000 g, preferably from 1 to 30,000 g, per hectare. The present invention includes a method for controlling pests by an application of such a mixed pesticide composition.

[0157] The active compounds of pest control agents such as insecticides, miticides, nematicides or soil pesticides in the above-mentioned other agricultural chemicals, include, for example, (by common names, some of them are still in an application stage) organic phosphate compounds such as Profenofos, Dichlorvos, Fenamiphos, Fenitrothion, EPN, Diazinon, Chlorpyrifos-methyl, Acephate, Prothiofos, Fosthiazate, Phosphocarb, Cadusafos, Disulfoton, Chlorpyrifos, Demeton-S-methyl, Dimethoate, and Methamidophos; carbamate compounds such as Carbaryl, Propoxur, Aldicarb, Carbofuran, Thiodicarb, Methomyl, Oxamyl, Ethiofencarb, Pirimicarb, Fenobucarb, Carbosulfan, and Benfuracarb; nereistoxin derivatives such as Cartap, Thiocyclam and Bensultap; organic chlorine compounds such as Dicofol, and Tetradifon; organometallic compounds such as Fenbutatin Oxide; pyrethroid compounds such as Fenvalerate, Permethrin, Cypermethrin, Deltamethrin, Cyhalothrin, Tefluthrin, Ethofenprox and Bifenthrin; benzoylurea compounds such as Diflubenzuron, Chlorfluazuron, Teflubenzuron, Flufenoxuron, Lufenuron, and Novaluron; juvenile hormone-like compounds such as Methoprene, Pyriproxyfen, and Fenoxycarb; pyridazinone compounds such as Pyridaben; pyrazole compounds such as Fenpyroximate, Fipronil, Tebufenpyrad, Ethiprole, Tolfenpyrad, and Acetoprole; neonicotinoids such as Imidacloprid, Nitenpyram, Acetamiprid, Thiacloprid, Thiamethoxam, Clothianidin, and Dinotefuran; hydrazine compounds such as Tebufenozide, Methoxyfenozide, and Chromafenozide; dinitro compounds; organic sulfur compounds; urea compounds; triazine compounds; hydrazone compounds; and other compounds, such as Flonicamid, Buprofezin, Hexythiazox, Amitraz, Chlordimeform, Silafluofen, Triazamate, Pymetrozine, Pyrimidifen, Chlorfenapyr, Indoxacarb, Acequinocyl, Etoxazole, Cyromazine, 1,3-dichloropropene, Diafenthiuron, Benclothiaz, Flufenerim, Pyridalyl, and Spirodiclofen. Further, microbial agricultural chemicals such as BT agents, insect viruses, entomopathogenic fungi, and nematophagous fungi or antibiotics such as Avermectin, Milbemectin, Spinosad, Ivermectin, and Emamectin-benzoate may be used in admixture or in combination.

[0158] The active compounds of fungicides among the above-mentioned other agricultural chemicals include, for example, (by common names, some of which are still in an application stage) pyrimidinamine compounds such as Mepanipyrim, Pyrimethanil, and Cyprodinil; azole compounds such as Triadimefon, Bitertanol, Triflumizole, Etaconazole, Propiconazole, Penconazole, Flusilazole, Myclobutanil, Cyproconazole, Terbuconazole, Hexaconazole, Furconazole-cis, Prochloraz, Metconazole, Epoxiconazole, Tetraconazole, Oxpoconazole, and Sipconazole; quinoxaline compounds such as Quinomethionate; dithiocarbamate compounds such as Maneb, Zineb, Mancozeb, Polycarbamate, Propineb; organic chlorine compounds such as Fthalide, Chlorothalonil, and Quintozene; imidazole compounds such as Benomyl, Thiophanate-Methyl, Carbendazim, and Cyazofamid; pyridinamine compounds such as Fluazinam; cyanoacetamide compounds such as Cymoxanil; phenylamide compounds such as Metalaxyl, Oxadixyl, Ofurace, Benalaxyl, Furalaxyl, and Cyprofuram; sulfenic acid compounds such as Dichlofluanid; copper compounds such as cupric hydroxide, and Oxine Copper; isoxazole compounds such as Hydroxyisoxazole; organophosphorus compounds such as Fosetyl-Al, Tolclofos-Methyl, S-benzyl O,O-diisopropylphosphorothioate, O-ethyl S,S-diphenylphosphorodithioate, and aluminumethylhydrogen phosphonate; N-halogenothioalkyl compounds such as Captan, Captafol, and Folpet; dicarboximide compounds such as Procymidone, Iprodione, and Vinclozolin; benzanilide compounds such as Flutolanil, Mepronil, and Zoxamide; piperazine compounds such as Triforine; pyrizine compounds such as Pyrifenox; carbinol compounds such as Fenarimol; and Flutriafol; piperidine compounds such as Fenpropidine; morpholine compounds such as Fenpropimorph; organotin compounds such as Fentin Hydroxide, and Fentin Acetate; urea compounds such as Pencycuron; cinnamic acid compounds such as Dimethomorph; phenylcarbamate compounds such as Diethofencarb; cyanopyrrole compounds such as Fludioxonil, and Fenpiclonil; Strobilurin compounds such as Azoxystrobin, Kresoxim-Methyl, Metominofen, Trifloxystrobin, and Picoxystrobin; oxazolidinedione compounds such as Famoxadone; thiazole carboxamide compounds such as Ethaboxam; silyl amide compounds such as Silthiopham; aminoacid amidecarbamate compounds such as Iprovalicarb; imidazolidine compound such as Fenamidone; hydroxyanilide compounds such as Fenhexamid; benzene sulfonamide compounds such as Flusulfamide; Strobilurin compounds such as Pyraclostrobin; anthraquinone compounds; crotonic acid compounds; antibiotics; and other compounds, such as Isoprothiolane, Tricyclazole, Pyroquilon, Diclomezine, Pro. benazole, Quinoxyfen, Propamocarb Hydrochloride, Spiroxamine, Chloropicrin, Dazomet, and Metam-Sodium.

[0159] Further, agricultural chemicals which may be used in admixture with or in combination with the compounds of the present invention, may, for example, be the active ingredient compounds in the herbicides as disclosed in Farm Chemicals Handbook (1998 edition), particularly those of soil treatment type.

[0160] Further, pesticides containing the compounds of the present invention are useful as agents for controlling parasites on animals, particularly as agents for controlling parasites in the bodies of animals, or as agents for controlling animal diseases caused by such parasites.

[0161] For example, they are effective for controlling (1) parasites parasitic on the exterior of a host animal, such as, acarus such as mange mite, mesostigmatid mites, sarcoptic mange mite (Sarcoptes scabiei), trombiculid mites, New Zealand cattle tick (Haemaphyalis longicornis) and southern cattle tick (Boophilus microplus); fleas such as cat flea (Ctenocephalides felis), dog flea (Ctenocephalides canis), northern rat flea (Nosopsyllus fasciatus), oriental rat flea (Xenopsylla cheopis) and human flea (Pulex irritans); sucking lice such as short-nosed cattle louse (Haematopinus eurysternus), horse sucking louse (Haematopinus asini), sheep lice, long-nosed cattle louse (Linognathus vituli) and head louse (Pediculus capitis); biting lice such as dog biting louse (Trichodectes canis); blood-sucking dipterous insects such as horse fly (Tabanus trigonus), biting midges (Culicoides schultzei) and blackfly (Simulium ornatum); and (2) parasites parasitic in the body of a host animal, such as, nematodes such as lung worms, whipworm (Trichuris trichiura), tuberous worm, gastric parasites, ascaris and filarioidea; tapeworms; flukes; and protozoa such as coccidia, malarial parasite (Plasmodium malariae), intestinal sarcocyst, Toxoplasma and cryptosporidium.

[0162] The compound of the present invention is usually formulated together with a suitable vehicle into a formulation such as a powder, a granule, a parvule, a tablet, a dusting powder, a capsule, a solution or an emulsion. The suitable vehicle may be one which is commonly used as a feed additive, and it may, for example, be lactose, sucrose, glucose, starch, wheat powder, corn powder, soybean meal, degreased rice bran, calcium carbonate or other commercially available feed material. Further, the compound of the present invention can be used, together with a vehicle, in combination with various vitamins, minerals, amino acids, enzyme drugs, antifebriles, sedatives, antiphlogistics, bactericides, colorants, aromatizing agents, preservatives, etc. The dose of the compound of the present invention varies depending upon the parasites as the object of control, the administration method, the purpose of administration, the diseased degree, etc. However, it is usually administered as mixed in a feed in a concentration of at least 0.1 ppm.

[0163] The compound of the present invention exhibits an effect for controlling parasites on animals, such as fleas, coccidia and filarioidea, by a test in accordance with the test method disclosed in e.g. JP-A-5-70350 or JP-A-11-500439.

[0164] Preferred embodiments in the present invention are as follows. However, it should be understood that the present invention is by no means restricted to such specific embodiments.

[0165] (1) An acid amide derivative of the above formula (I) or a salt thereof, wherein A is phenyl which may be substituted by X′; benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy), X′ is alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, phenyl which may be substituted by Y′, phenoxy which may be substituted by Y′, benzyloxy which may be substituted by Y′, pyridyloxy which may be substituted by Y′, —OR₄, —SR₅, —NR₆R₇, —CO₂R₈, —C(═O)NR₉R₁₀ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y′ is —OR₄, —CO₂R₁₁, —CONR₁₂R₁₃ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy).

[0166] (2) The acid amide derivative or a salt thereof according to the above (1), wherein A is phenyl which may be substituted by X′.

[0167] (3) The acid amide derivative or a salt thereof according to the above (1), wherein A is benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy), or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy).

[0168] (4) The acid amide derivative or a salt thereof according to the above (3), wherein A is benzyl which may be substituted by X, naphthyl which may be substituted by X.

[0169] (5) The acid amide derivative or a salt thereof according to the above (3), wherein A is a heterocyclic group which may be substituted by X, or a fused heterocyclic group which may be substituted by X.

[0170] (6) The acid amide derivative or a salt thereof according to the above (5), wherein the heterocyclic group is a 5- or 6-membered heterocyclic group containing from 1 to 4 atoms of at least one type selected from the group consisting of O, S and N, and the fused heterocyclic group is a 8- to 10-membered fused heterocyclic group containing from 1 to 4 atoms of at least one type selected from the group consisting of O, S and N.

[0171] (7) The acid amide derivative or a salt thereof according to the above (6), wherein the heterocyclic group is furyl, tetrahydrofuryl, thienyl, pyrrolyl, pyrrolinyl, pyrrolidinyl, dioxolanyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, imidazolinyl, imidazolidinyl, pyrazolyl, pyrazolinyl, pyrazolidinyl, triazolyl, oxadiazolyl, thiadiazolyl, tetrazolyl, pyranyl, pyridyl, piperidinyl, dioxanyl, oxazinyl, morpholinyl, thiazinyl, pyridazinyl, pyrimidinyl, pyrazinyl, piperazinyl or triazinyl, and the fused heterocyclic group is benzofuranyl, isobenzofuranyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, benzothienyl, isobenzothienyl, dihydrobenzothienyl, dihydroisobenzothienyl, tetrahydrobenzothienyl, indolyl, isoindolyl, benzoxazolyl, benzothiazolyl, indazolyl, benzimidazolyl, benzodioxolanyl, benzodioxanyl, chromenyl, chromanyl, isochromanyl, chromonyl, chromanonyl, quinolyl, isoquinolyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, imidazopyridyl, naphthyridinyl, pteridinyl, dihydrobenzoxazinyl, dihydrobenzoxazolinonyl, dihydrobenzoxazinonyl or benzothioxanyl.

[0172] (8) The acid amide derivative or a salt thereof according to the (3), wherein A is indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy), or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy).

[0173] (9) The acid amide derivative or a salt thereof according to the above (1) or (3) to (7), wherein X is at least one type selected from the group consisting of halogen, alkyl, haloalkyl, alkoxy or haloalkoxy.

[0174] (10) The acid amide derivative or a salt thereof according to the above (1) to (8), wherein B is phenyl which may be substituted by Y.

[0175] (11) The acid amide derivative or a salt thereof according to the above (1) to (8), wherein each of R₁ and R₂ is alkyl, R₃ is a hydrogen atom.

[0176] (12) The acid amide derivative or a salt thereof according to the above (1) to (8), wherein B is phenyl which may be substituted by Y, each of R₁ and R₂ is alkyl, and R₃ is a hydrogen atom.

[0177] (13) The acid amide derivative or a salt thereof according to the above (10) or (12), wherein Y is at least one type selected from the group consisting of halogen, alkyl or haloalkyl.

[0178] Further, other preferred embodiments in the present invention are as follows. However, the present invention is not limited to them.

[0179] An acid amid derivative of the above formula (I) or a salt thereof, wherein A is phenyl which may be substituted by X, benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, or a fused heterocyclic group which may be substituted by X, B is alkyl, cycloalkyl, phenyl which may be substituted by Y, a heterocyclic group which may be substituted by Y, or a fused heterocyclic group which may be substituted by Y, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, pyridyloxy which may be substituted by Y, —OR₄, —SR₅, —NR₆R₇, —CO₂R₈, —C(═O)NR₉R₁₀ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, —CO₂R₁₁, —CONR₁₂R₁₃ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of R₁ and R₂ is alkyl, cyano or —CO₂R₁₄, or R₁ and R₂ may together form a 3- to 6-membered saturated carbocyclic ring, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —COR₁₅, —S(O)mR₁₆ or —S(O)nNR₁₇R₁₈, each of R₄ and R₆ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁, —C(═W)NR₂₂ R₂₃, —S(O)qR₂₄ or —S(O)rNR₂₅R₂₆, R₅ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁ or —C(═W)NR₂₂R₂₃, R₇ is hydrogen, alkyl or haloalkyl, each of R₈, R₉, R₁₀, R₁₁, R₁₂, R₁₃ and R₁₄ is hydrogen or alkyl, R₁₅ is hydrogen, alkyl or alkoxy, each of R₁₆, R₁₇, R₁₈, R₁₉, R₂₀, R₂₁, R₂₂, R₂₃, R₂₄ , R₂₅ and R₂₆ is alkyl, haloalkyl or phenyl (the phenyl which may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of m, n, q and r is from 0 to 2, W is oxygen or sulfur.

[0180] Now, Examples of the present invention will be described. However, it should be understood that the present invention is by no means restricted to such specific Examples. Firstly, Preparation Examples for the compounds of the present invention will be described.

PREPARATION EXAMPLE 1

[0181] Preparation of 2-hydroxycarbonyl-N-[(4′-chloro-1,1-dimethyl)phenacyl]benzamide (The after-mentioned Compound No. 1-120)

[0182] 0.83 g of triethylamine was added to a mixture comprising 1.92 g of α-amino-4-chloroisobutyrophenone hydrochloride and 20 ml of tetrahydrofuran at room temperature, and a mixed solution of 1.21 g of phthalic anhydride and 30 ml of tetrahydrofuran was added thereto, followed by a reaction at room temperature for 16 hours. After completion of the reaction, the reaction mixture was concentrated, and 70 ml of water was added to the residue, followed by acidification by 10% hydrochloric acid, and then by stirring for 30 minutes. The precipitated crystal was collected by filtration, washed with water, dissolved in ethyl acetate, and then dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure to obtain 1.84 g of the desired product having a melting point of from 212 to 214° C. The NMR spectrum data of this product were as follows.

[0183]¹H-NMR δppm (Solvent: DMSO/400 MHz) 1.53(s, 6H),7.00(d, 1H),7.48(t, 1H),7.52-7.55(m, 3H),7.75(d, 1H),8.05(d, 2H),9.11(s, 1H),12.96(brs, 1H).

PREPARATION EXAMPLE 2

[0184] Preparation of 2-(3-thienyl)-N-[(4′-chloro-1,1-dimethyl)phenacyl]benzamide (The after-mentioned Compound No. 1-80)

[0185] 0.24 g of 3-thiopheneboric acid, 0.51 g of sodium carbonate, 5 ml of water and 0.1 g of tetrakis(triphenylphosphine)palladium(0) were added to a mixed solution comprising 0.35 g of 2-bromo-N-[(4′-chloro-1,1-dimethyl)phenacyl]benzamide and 5 ml of 1,2-dimethoxyethane, followed by a reaction under heating and refluxing for 8 hours under nitrogen atmosphere. After completion of the reaction, the reaction mixture was allowed to cool and added to 40 ml of water, then 20 ml of t-butyl methyl ether was added and stirred, followed by neutralization with 30% sulfuric acid, and then by extraction with ethyl acetate. The organic layer was washed with an aqueous sodium chloride solution, then dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=3/7) to obtain 0.14 g of the desired product having a melting point of from 170 to 173° C. The NMR spectrum data of this product were as follows.

[0186]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.48(s, 6H),6.09(brs, 1H),7.13(dd, 1H),7.32-7.48(m, 8H), 7.84(dd, 2H).

PREPARATION EXAMPLE 3

[0187] Preparation of 2,6-difluoro-N-[1-methyl-l-(3-thenoyl)ethyl]benzamide (The after-mentioned Compound No. 6-5)

[0188] (1) 2.88 g of phenyltrimethylammonium tribromide was added to a mixed solution comprising 1.54 g of 2-(3-thenoyl)propane and 30 ml of tetrahydrofuran, followed by a reaction at room temperature for 15 hours. After completion of the reaction, the precipitate was separated by filtration and concentrated, and then purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=2/8-4/6) to obtain 0.87 of 2-bromo-2-(3-thenoyl)propane. The NMR spectrum data of this product were as follows.

[0189]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 2.06(s, 6H),7.27-7.31(m, 1H),7.74(dd, 1H),8.40(dd, 1H).

[0190] (2) 0.87 of 2-bromo-2-(3-thenoyl)propane was dissolved in 5 ml of dimethyl sulfoxide, then 0.44 g of sodium azide was added thereto and reacted at 70° C. for 1 hour. After completion of the reaction, the reaction mixture was allowed to cool and put into 200 ml of water, and then extracted with ethyl ether. The organic layer was washed with water, then dried over magnesium sulfate, followed by concentration to obtain 0.70 g of 2-azido-2-(3-thenoyl)propane. The NMR spectrum data of this product were as follows.

[0191]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.58(s, 6H),7.27-7.32(m, 1H),7.69(dd, 1H),8.45(dd, 1H).

[0192] (3) 4 ml of tetrahydrofuran and 0.08 ml of water were added to 0.68 g of 2-azido-2-(3-thenoyl)propane, then 1.10 g of triphenylphosphine was gradually added thereto with stirring at room temperature, and after completion of addition, a reaction was carried out for 18 hours. 15 ml of tetrahydrofuran was added to the reaction mixture, then 0.30 g of triethylamine was added, followed by cooling with ice, and a mixed solution of 0.46 g of 2,6-difluorobenzoyl chloride and 5 ml of tetrahydrofuran was dropwise added thereto. After completion of the dropwise addition, a reaction was carried out for 30 minutes under cooling with ice, and then a further reaction was carried out for 2.5 hours at room temperature. After completion of the reaction, the reaction mixture was put into 100 ml of water and extracted by ethyl acetate. The organic layer was dried over sodium sulfate, concentrated and purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=4/6) to obtain 0.60 g of the desired product having a melting point of from 139 to 142° C. The NMR spectrum data of this product were as follows.

[0193]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.81(s, 6H),6.92(t, 2H),7.12(br, 1H),7.29-7.38(m, 2H), 7.66(dd, 1H),8.24(dd, 1H).

PREPARATION EXAMPLE 4

[0194] Preparation of 2,6-difluoro-N-[(1,1-dimethyl-4′-methylsulfonyloxy)phenacyl]benzamide (Compond No. 1-25)

[0195] (1) 0.85 g of phenyltrimethylammonium tribromide was added to a mixture comprising 0.55 g of 4-methylsulfonyloxy isobutyrophenone and 10 ml of tetrahydrofuran, followed by a reaction at room temperature for 6 hours. After completion of the reaction, the reaction mixture was subjected to filtration, and the filtrate was concentrated under reduced pressure to obtain 0.68 g of oily α-bromo-4-methylsulfonyloxyisobutyrophenone. The NMR spectrum data of this product were as follows.

[0196]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 2.04(s, 6H),3.24(s, 3H),7.35(d, 2H),8.23(d, 2H)

[0197] (2) 0.28 g of sodium azide was added to a mixture comprising 0.68 g of a-bromo-4-methylsulfonyloxyisobutyrophenone and 4 ml of dimethyl sulfoxide, followed by a reaction at 50° C. for 3 hours. After completion of the reaction, the reaction mixture was put into water and then extracted with ethyl ether, followed by washing with water. The organic layer was dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure to obtain 0.55 g of α-azido-4-methylsulfonyloxyisobutyrophenone. The NMR spectrum data of this product were as follows.

[0198]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.61(s, 6H),3.20(s, 3H),7.39(d, 2H),8.21(d, 2H)

[0199] (3) 0.61 g of triphenylphosphine was added to a mixture comprising 0.55 g of α-azido-4-methylsulfonyloxyisobutyrophenone, 12.7 ml of tetrahydrofuran and 0.3 ml of water, followed by a reaction at room temperature for 16 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and the residue was weakly acidified by adding water and then hydrochloric acid, and then washed with ethyl acetate. The aqueous layer was neutralized with an aqueous NaOH solution and extracted with methylene chloride, followed by drying over anhydrous sodium sulfate and concentration under reduced pressure to obtain 0.40 g of oily α-amino-4-methylsulfonyloxyisobutyrophenone.

[0200] (4) 0.19 g of triethylamine was added to a mixture comprising 0.40 g of α-amino-4-methylsulfonyloxyisobutyrophenone and 15 ml of tetrahydrofuran, and then 0.27 g of 2,6-difluorobenzoyl chloride was dropwise added thereto under cooling with ice. After completion of the dropwise addition, the mixture was reacted at room temperature for 2 hours. After completion of the reaction, the reaction mixture was washed with water and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=3/7) to obtain 0.50 g of the desired product having a melting point of from 158 to 162° C. The NMR spectrum data of this product were as follows.

[0201]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.78(s, 6H),3.15(s, 3H),6.89(s, 1H),6.91(t, 2H),7.32(d, 2H), 7.32-7.42(m, 1H),8.09(d, 2H).

PREPARATION EXAMPLE 5

[0202] Preparation of 2,6-difluoro-N-[(1,1-dimethyl-4′-hydroxy)phenacyl]benzamide (Compound No. 1-2)

[0203] At room temperature, a mixture comprising 0.3 g of sodium hydroxide and 15 ml of water was added to a mixture comprising 0.49 g of 2,6-difluoro-N-[(1,1-dimethyl-4′-methylsufonyloxy)phenacyl]benzamide and 30 ml of methanol, followed by a reaction under refluxing for 1 hour. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, then the residue was diluted with water and weakly acidified with hydrochloric acid, and then the precipitated solid was collected by filtration, followed by drying to obtain 0.35 g of the desired product having a melting point of from 107 to 114° C. The NMR spectrum data of this product were as follows.

[0204]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.86(s, 6H),6.77(s, 1H),6.83(d, 2H),6.93(t, 2H),7.06(s, 1H), 7.30-7.40(m, 1H),8.02(d, 2H)

PREPARATION EXAMPLE 6

[0205] Preparation of 2,6-difluoro-N-[(1,1-dimethyl-4′-trifluoromethylsulfonyloxy)phenacyl]benzamide (Compound No. 1-26)

[0206] 0.102 g of trifluoromethanesulfonate anhydride was added to a mixture comprising 0.115 g of 2,6-difluoro-N-[(1,1-dimethyl-4′-hydroxy)phenacyl]benzamide, 7 ml of dichloroethane and 44 mg of triethylamine under cooling with ice, followed by a reaction at room temperature for 2 hours. After completion of the reaction, the reaction mixture was diluted with methylene chloride and washed with water, and then dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=3/7) to obtain 0.14 g of the desired product having a melting point of from 117 to 123° C. The NMR spectrum data of this product were as follows.

[0207]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.78(s, 6H),6.60(s, 1H),6.91(t, 2H),7.31(d, 2H), 7.31-7.41(m, 1H),8.10(d, 2H).

PREPARATION EXAMPLE 7

[0208] Preparation of 2-methoxycarbonyl-N-[(4′-chloro-1,1-dimethyl)phenacyl]benzamide (The after-mentioned Compound No. 1-121)

[0209] A catalytic amount of concentrated sulfuric acid was added at room temperature to a mixed solution comprising 1.4 g of 2-hydroxycarbonyl-N-[(4′-chloro-1,1-dimethyl)phenacyl]benzamide and 100 ml of methanol, and the mixture was reacted under heating refluxing for 6 hours. After completion of the reaction, the methanol was distilled off and then 150 ml of water was added to the residue, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=2/8-4/6) to obtain 0.86 g of the desired product having a melting point of from 166 to 168° C. The NMR spectrum data of this product were as follows.

[0210]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.80(s, 6H),3.84(s, 3H),6.77(brs, 1H),7.18(dd, 1H), 7.41(dd, 2H),7.43-7.51(m, 2H),7.86(dd, 1H),7.98(dd, 2H).

PREPARATION EXAMPLE 8

[0211] Preparation of 2-aminocarbonyl-N-[(4′-chloro-1,1-dimethyl)phenacyl]benzamide (The after-mentioned Compound No. 1-122)

[0212] 10 ml of 28% aqueous ammonia was added at room temperature to a mixed solution comprising 0.58 g of 2-methoxycarbonyl-N-[(4′-chloro-l,1-dimethyl)phenacyl]benzamide and 15 ml of methanol, and the mixture was reacted overnight at room temperature. After completion of the reaction, the methanol was distilled off, and then 200 ml of water was added to the residue, followed by neutralization with 30% sulfuric acid, then by extraction with ethyl acetate and then by washing with a saturated sodium chloride aqueous solution. The organic layer was dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/1-8/2) to obtain 0.39 g of the desired product having a melting point of from 205 to 206° C. The NMR spectrum data of this product were as follows.

[0213]¹H-NMR δppm (Solvent: DMSO/400 MHz) 1.52(s, 6H),7.17-7.21(m, 1H),7.34(brs, 1H),7.41-7.49(m, 3H), 7.52(dd, 2H),7.68(brs, 1H),8.05(dd, 2H),9.09(s, 1H).

PREPARATION EXAMPLE 9

[0214] Preparation of 2-fluoro-N-[2-[(2,2,3,3,-tetrafluoro-5-methyl-1,4-benzodioxan-6-yl)carbonyl]-2-propyl]benzamide (The after-mentioned Compound No. 16-37)

[0215] (1) Under nitrogen atmosphere, 11.7 ml of n-butyllithium (1.57 M-n-hexane solution) was dropwise added at −20° C. to a mixture of 1.85 g of diisopropylamine and 50 ml of tetrahydrofuran, and then the mixture was stirred at the same temperature for 30 minutes. 5.0 g of 6-bromo-2,2,3,3,-tetrafluoro-1,4-benzodioxane was dropwise added thereto at a temperature of at most −50° C., followed by stirring at the same temperature for 30 minutes. Then, 5.5 ml of methyl iodide was dropwise added thereto at a temperature of at most −70° C., and then the temperature was raised to room temperature, followed by a reaction for 15 hours. After completion of the reaction, the reaction mixture was put into water and then weakly acidified by an addition of hydrochloric acid. Then, the mixture was extracted with ethyl ether, and the extract was washed with water and dried over magnesium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: n-hexane) to obtain 3.40 g of oily 6-bromo-2,2,3,3,-tetrafluoro-5-methyl-1,4-benzodioxane. The NMR spectrum data of this product were as follows.

[0216]¹H-NMR δppm (Solvent: CDC13/400 MHz) 2.39(s, 3H),6.89(d, 1H),6.91(t, 2H),7.35(d, 1H).

[0217] (2) Under nitrogen atmosphere, 7.8 ml of n-butyllithium (1.57 M-n-hexane solution) was dropwise added at −50° C. to a mixture comprising 3.36 g of 6-bromo-5 2,2,3,3,-tetrafluoro-5-methyl-1,4-benzodioxane and 40.6 ml of ethyl ether, and then the mixture was stirred at the same temperature for 30 minutes. 0.89 g of isobutylaldehyde was dropwise added thereto at a temperature of at most −70 ° C., and the temperature was raised to room temperature followed by a reaction for 15 hours. After completion of the reaction, the reaction mixture was put into water, and then weakly acidified by an addition of hydrochloric acid. Then the mixture was extracted with ether, and the extract was washed with water and dryied over magnesium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/9) to obtain 1.90 g of oily 1-(2,2,3,3,-tetrafluoro-5-methyl-1,4-benzodioxan-6-yl)-2-methylpropanol. The NMR spectrum data of this product were as follows.

[0218]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 0.87(d, 3H),1.00(d, 3H),1.94(m, 1H),2.29(s, 3H),4.65(d, 1H), 7.00(d, 1H),7.27(d, 1H).

[0219] (3) At room temperature, a mixture of 1.82 g of 1-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxan-6-yl)-2-methylpropanol and 7 ml of methylene chloride was added to a mixture of 2.0 g of pyridinium chlorochromate, 1.01 g of sodium acetate and 20 ml of methylene chloride, followed by a reaction at the same temperature for 2 hours. After completion of the reaction, the reaction mixture was filtrated by cerite, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/19) to obtain 1.70 g of oily 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-propyl ketone. The NMR spectrum data of this product were as follows.

[0220]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.17(d, 6H),2.36(s, 3H),3.26(m, 1H),7.04(d, 1H),7.31(d, 1H).

[0221] (4) 2.15 g of phenyltrimethylammonium tribromide was added to a mixture comprising 1.67 g of 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-propyl ketone and 20 ml of tetrahydrofuran, followed by a reaction at room temperature for 2 hours. After completion of the reaction, the reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure to obtain 1.90 g of oily 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-bromo-2-propyl ketone.

[0222] (5) 0.74 g of sodium azide was added to a mixture comprising 1.90 g of 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-bromo-2-propyl ketone and 11 ml of dimethyl sulfoxide, followed by a reaction at 50° C. for 2 hours. After completion of the reaction, the reaction mixture was put into water and extracted with ethyl ether, and then washed with water. The organic layer was dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/19) to obtain 0.90 g of the oily 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-azido-2-propyl ketone. The NMR spectrum data of this product were as follows.

[0223]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.56(s, 6H),2.25(s, 3H),7.03(d, 1H),7.27(d, 1H).

[0224] (6) A mixture comprising 0.90 g of 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-azido-2-propyl ketone, 20 ml of methanol and 50 mg of 5% palladium-carbon, was reacted at room temperature for 1 hour under hydrogen atmosphere. After completion of the reaction, the reaction mixture was filtrated by cerite, and then the filtrate was concentrated under reduced pressure, to obtain 0.70 g of oily 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-amino-2-propyl ketone.

[0225] (7) 0.10 g of triethylamine was added to a mixture comprising 0.20 g of 6-(2,2,3,3-tetrafluoro-5-methyl-1,4-benzodioxanyl) 2-amino-2-propyl ketone and 7 ml of tetrahydrofuran. 0.11 g of 2-fluorobenzoyl chloride was dropwise added thereto under cooling with ice. After completion of the dropwise addition, a reaction was carried out at room temperature for 2 hours. After completion of the reaction, the reaction mixture was washed with water, and then dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=3/7) to obtain 0.25 g of the desired product having a melting point of from 110 to 112° C. The NMR spectrum data of this product were as follows.

[0226]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.74(s, 6H),2.35(s, 3H),6.94(d, 1H),7.14(dq, 1H), 7.23(dt, 1H),7.30(s, 1H),7.42(d, 1H), 7.44-7.50(m, 1H),7.92(dt, 1H)

PREPARATION EXAMPLE 10

[0227] Preparation of 2,6-difluoro-N-[(3′-methoxycarbonyl-1,1-dimethyl)phenacyl]benzamide (The after-mentioned Compound No. 1-221)

[0228] (1) A mixture comprising 2.48 g of m-iodobenzoic acid and 40 ml of tetrahydrofuran was cooled to −70° C., then 13.8 ml of n-butyllithium (1.6 M-n-hexane solution) was dropwise added over a period of 10 minutes, followed by stirring at the same temperature for 30 minutes. Then, a mixture comprising 1.5 g of N-isobutyrylpropyleneimine and 5 ml of tetrahydrofuran was added thereto at −70° C., and then the temperature was raised to room temperature, and a reaction was carried out overnight.

[0229] After completion of the reaction, the reaction mixture was added to 100 ml of water and stirred, and then hexane was added thereto, followed by liquid separation. The aqueous layer was acidified by concentrated hydrochloric acid and then extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, followed by concentration under reduced pressure to obtain a crude product of m-isobutyrylbenzoic acid.

[0230] (2) 100 ml of toluene and 5 g of thionyl chloride were added to the crude product of m-isobutyrylbenzoic acid obtained in the above step (1), and the mixture was reacted under refluxing for 1 hour. After completion of the reaction, excess thionyl chloride was distilled off to obtain a toluene solution of crude m-isobutyrylbenzoic acid chloride.

[0231] (3) The toluene solution of crude m-isobutyrylbenzoic acid chloride obtained in the above step (2) was dropwise added under cooing with ice to a mixture comprising 5 g of triethylamine and 100 ml of methanol, and the mixture was heated to room temperature and reacted for 1 hour. After completion of the reaction, methanol and toluene were distilled off under reduced pressure. Then, 200 ml of water was added thereto, followed by extraction with ethyl acetate, and then the extract was dried over anhydrous sodium sulfate, followed by concentration under reduced pressure to obtain 1.5 g of a crude product of methyl m-isobutyrylbenzoate.

[0232] (4) 0.8 g of phenyltrimethylammonium tribromide was added to a mixture comprising 1.5 g of the crude product of methyl m-isobutyrylbenzoate obtained in the above step (3) and 20 ml of tetrahydrofuran, and followed by a reaction at room temperature overnight. After completion of the reaction, the precipitated crystal was separated by filtration, then tetrahydrofuran was distilled off. The residue was dissolved in ethyl acetate, then washed with a saturated sodium chloride aqueous solution, followed by drying over anhydrous sodium sulfate. Then, concentration under reduced pressure was carried out, and then, rough purification was carried out by silica gel column chromatography to obtain 0.27 g of crude 3′-methoxycarbonyl-2-bromo-2-methylpropiophenone. The NMR spectrum data of this product were as follows.

[0233]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 2.05(s, 6H),3.98(s, 3H),7.52-7.57(m, 1H),8.19-8.25(m, 1H), 8.31-8.34(m, 1H),8.78(t, 1H).

[0234] (5) 17 mg of a crude product containing the desired product was obtained by employing 0.27 g of the crude 3′-methoxycarbonyl-2-bromo-2-methylpropiophenone obtained in the above step (4), in accordance with the steps (5) to (7) in Preparation Example 9. The NMR spectrum data of this product were as follows.

[0235]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.81(s, 6H),3.93(s, 3H),6.85-6.91(m, 3H),7.27-7.34(m, 1H), 7.47-7.53(m, 1H),8.16-8.20(m, 2H),8.65(t, 1H).

PREPARATION EXAMPLE 11

[0236] Preparation of 2,6-difluoro-N-[2-(5-trifluoromethyl-2-pyridylcarbonyl)-2-propyl]benzamide (The after-mentioned Compound No. 8-43)

[0237] 10 mg of a crude product containing the desired product was obtained by employing 2.26 g of 2-bromo-5-trifluoromethylpyridine, in accordance with the steps (1), (4) and (5) in Preparation Example 10. The NMR spectrum data of this product were as follows.

[0238]¹H-NMR δppm (Solvent: CDCl₃/400 MHz) 1.89(s, 6H),6.71(br, 1H),6.83-6.88(m, 2H),7.26-7.36(m, 1H), 10 8.04-8.11(m, 1H),8.76(s, 1H).

[0239] Now, typical examples of the compound of the present invention of the above formula (I) will be given in Tables 1 to 53. These compounds can be prepared in accordance with the above Preparation Examples or by the above-described various processes for the production of the compounds of the present invention.

[0240] In the table, Me indicates a methyl group, Et an ethyl group, Bu a butyl group, and Ph a phenyl group. Further, Ph(2-F) indicates that a fluorine atom is substituted at the 2-position. The same applies to other expressions. TABLE 1

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 1-1 Me Me H 4-OH Ph(2-F) 1-2 Me Me H 4-OH Ph(2,6-F₂) 107-114 1-3 Me Me H 4-OH Ph(2-Cl) 1-4 Me Me H 4-OH Ph(2-CF₃) 1-5 Me Me H 4-OCOMe Ph(2-F) 1-6 Me Me H 4-OCOMe Ph(2,6-F₂) 1-7 Me Me H 4-OCOCF₃ Ph(2-F) 1-8 Me Me H 4-OCOCF₃ Ph(2,6-F₂) 1-9 Me Me H 4-OCO₂Me Ph(2-F) 1-10 Me Me H 4-OCO₂Me Ph(2,6-F₂) 46-51 1-11 Me Me H 4-OCONMe₂ Ph(2-F) 1-12 Me Me H 4-OCONMe₂ Ph(2,6-F₂) 136-142 1-13 Me Me H 4-OCOSPh Ph(2-F) 1-14 Me Me H 4-OCOSMe Ph(2,6-F₂) 82-88 1-15 Me Me H 4-OCOSMe Ph(2-F) 1-16 Me Me H 4-OCSOMe Ph(2,6-F₂) 1-17 Me Me H 4-OCS₂Me Ph(2-F) 1-18 Me Me H 4-OCS₂Me Ph(2,6-F₂) 1-19 Me Me H 4-OCSNMe₂ Ph(2-F) 1-20 Me Me H 4-OCSNMe₂ Ph(2,6-F₂) 1-21 Me Me H 4-OCS₂Me Ph(2-F) 1-22 Me Me Na 4-OCS₂Me Ph(2,6-F₂) 1-23 Me Me H 4-OSCCl₃ Ph(2-F) 1-24 Me Me H 4-OSOMe Ph(2,6-F₂) 1-25 Me Me H 4-OSO₂Me Ph(2,6-F₂) 158-162 1-26 Me Me H 4-OSO₂CF₃ Ph(2,6-F₂) 117-123 1-27 Me Me H 4-OSO₂Ph Ph(2-F) 1-28 Me Me H 4-OSO₂Ph Ph(2,6-F₂) 1-29 Me Me H 4-OSNMe₂ Ph(2,6-F₂) 1-30 Me Me H 4-OSO₂NMe₂ Ph(2-F) 1-31 Me Me H 4-OSO₂NMe₂ Ph(2,6-F₂) Oil 1-32 Me Me H 4-NH₂ Ph(2-F) 1-33 Me Me H 4-NH₂ Ph(2,6-F₂) 170-180 1-34 Me Me H 4-NH₂.HCl Ph(2,6-F₂) 142-155 1-35 Me Me H 4-NHCOMe Ph(2-F) 1-36 Me Me H 4- Ph(2,6-F₂) 275-281 NHCOBu(t) 1-37 Me Me H 4-NHCOCF₃ Ph(2-F) 1-38 Me Me H 4-NHCOCF₃ Ph(2,6-F₂) 1-39 Me Me H 4-NHCO₂Me Ph(2-F) 1-40 Me Me H 4-NHCO₂Me Ph(2,6-F₂) 1-41 Me Me H 4- Ph(2-F) N(Me)CO₂Me 1-42 Me Me H 4-NHCONMe₂ Ph(2,6-F₂) 1-43 Me Me H 4-NHCOSMe Ph(2-F) 1-44 Me Me H 4-NHCOSMe Ph(2,6-F₂) 1-45 Me Me H 4-NHCSOMe Ph(2-F) 1-46 Me Me H 4-NHCSOMe Ph(2,6-F₂) 1-47 Me Me H 4-NHCS₂Me Ph(2-F) 1-48 Me Me H 4-NHCS₂Me Ph(2,6-F₂) 1-49 Me Me H 4-NHCSNMe₂ Ph(2-F) 1-50 Me Me H 4-NHCSNMe₂ Ph(2,6-F₂) 1-51 Me Me H 4-NHCS₂Ph Ph(2-F) 1-52 Me Me H 4-NHCS₂Ph Ph(2,6-F₂) 1-53 Me Me H 4-NHSCCl₃ Ph(2-F) 1-54 Me Me H 4-NHSOMe Ph(2,6-F₂) 1-55 Me Me H 4-NHSO₂Me Ph(2-F) 1-56 Me Me H 4-NHSO₂Me Ph(2,6-F₂) 195-233 1-57 Me Me H 4-NHSO₂Ph Ph(2-F) 1-58 Me Me H 4-NHCOPh Ph(2,6-F₂) 270-283 1-59 Me Me SCCl₃ 4-F Ph(2-F) 1-60 Me Me SCCl₃ 4-Cl Ph(2,6-F₂) 1-61 Me Me SPh 4-Br Ph(2-F) 1-62 Me Me SPh 4-F Ph(2,6-F₂) 1-63 Me Me SOPh 4-Cl Ph(2,6-F₂) 1-64 Me Me SO₂Me 4-Br Ph(2-F) 1-65 Me Me SO₂Me 4-F Ph(2,6-F₂) 1-66 Me Me SO₂Ph 4-Cl Ph(2-F) 1-67 Me Me SO₂Ph 4-Br Ph(2,6-F₂) 1-68 Me Me SO₂NMe₂ 4-F Ph(2-F) 1-69 Me Me SO₂NMe₂ 4-Cl Ph(2,6-F₂) 1-70 Me Me SO₂CF₃ 4-Br Ph(2-F) 1-71 Me Me SO₂CF₃ 4-F Ph(2,6-F₂) 1-72 Me Me H 4-CO₂H Ph(2,6-F₂) 215-218 1-73 Me Me H 4-CO₂Me Ph(2,6-F₂) 58-60 1-74 Me Me H 4-CO₂Et Ph(2,6-F₂) 1-75 Me Me H 4-CONH₂ Ph(2,6-F₂) >250 1-76 Me Me H 4-CONHMe Ph(2,6-F₂) 244-259 1-77 Me Me H 4-CONMe₂ Ph(2,6-F₂) 158-160 1-78 Me Me H 4-Cl Ph(2-CO₂H) 212-214 1-79 Me Me H 4-Cl Ph(2-(2-thienyl)) 1-80 Me Me H 4-Cl Ph(2-(3-thienyl)) 170-173 1-81 Me Me H 4-Cl Ph(2-(2-pyridyl)) 1-82 Me Me H 4-Cl Ph(2-(3-pyridyl)) 1-83 Me Me H 4-Cl Ph(2-(4-pyridyl)) 1-84 Me Me H 4-Br Ph(2-CO₂H) 197-199 1-85 Me Me H 4-Br Ph(2-(2-thienyl)) 1-86 Me Me H 4-Br Ph(2-(3-thienyl)) 1-87 Me Me H 4-Br Ph(2-(2-pyridyl)) 1-88 Me Me H 4-Br Ph(2-(3-pyridyl)) 1-89 Me Me H 4-Br Ph(2-(4-pyridyl)) 1-90 Me Me H 4-(2-pyridyl) Ph(2,6-F₂) 1-91 Me Me H 4-(3-pyridyl) Ph(2,6-F₂) 1-92 Me Me H 4-(4-pyridyl) Ph(2,6-F₂) 1-93 Me Me H 4-(2-thienyl) Ph(2-F) 110-112 1-94 Me Me H 4-(3-thienyl) Ph(2-F) 143-145 1-95 Me Me H 4-(2-thienyl) Ph(2,6-F₂) 1-96 Me Me H 4-(3-thienyl) Ph(2,6-F₂) 1-97 Me Me H 4-Cl Ph(2-CO₂Me) 1-98 Me Me H H Ph(2-CO₂Me) 1-99 Me CO₂Et H H Ph(2-F) 122-123 1-100 Me CO₂Et H H Ph(2.6-F₂) 117-119 1-101 Me CN H H Ph(2-F) Oil 1-102 Me CN H H Ph(2,6-F₂) 45-48 1-103 Me Me H 4-Br 1-naphthyl 1-104 Me Me H 4-Br 2-naphthyl 1-105 Me Me H 4-Br 2-thienyl 235-240 1-106 Me Me H 4-Br 3-thienyl 245-247 1-107 Me Me H 4-Br 2-pyrazinyl 122-125 1-108 Me Me H 4-Br 2-quinolyl 1-109 Me Me H 4-Br 3-quinolyl 192-195 1-110 Me Me H 4-Br Indol-2-yl 1-111 Me Me H 4-Br Indol-3-yl 1-112 Me Me H 4-Br 3-furyl 1-113 Me Me H 4-Br 2,5-dimethyl-3- 183-185 furyl 1-114 Me Me H 4-Br 2-furyl 1-115 Me Me H 4-Br 5-nitro-2-furyl 132-134 1-116 Me Me H 4-Br Benzofuran-2-yl 164-166 1-117 Me Me H 4-Br 2,3- 145-147 dihydrobenzofuran- 2-yl 1-118 Me Me H 4-Br 1,4-benzodioxane- 45-47 2-yl 1-119 Me Me H 4-Br N-methylindol-2-yl 50-58 1-120 Me Me H 4-Cl Ph(2-CO₂H) 212-214 1-121 Me Me H 4-Cl Ph(2-CO₂Me) 166-168 1-122 Me Me H 4-Cl Ph(2-CONH₂) 205-206 1-123 Me Me H 4-OSO₂Me Ph(2-F) 130-133 1-124 Me Me H 4-OSO₂Me Ph(2-Cl) 1-125 Me Me H 4-OSO₂CF₃ Ph(2-F) 72-75 1-126 Me Me H 4-OSO₂CF₃ Ph(2-Cl) 1-127 Me Me H 4-SCH₂CF₃ Ph(2,6-F₂) 110-112 1-128 Me Me H 4-SCH₂CF₃ Ph(2-F) Oil 1-129 Me Me H 4-SCH₂CF₃ Ph(2-Cl) 1-130 Me Me H 4-SCHF₂ Ph(2,6-F₂) 108-110 1-131 Me Me H 4-SCHF₂ Ph(2-F) 77-79 1-132 Me Me H 4-SCHF₂ Ph(2-Cl) 1-133 Me Me H 4-SO₂CH₂CF₃ Ph(2,6-F₂) 175-178 1-134 Me Me H 4-SO₂CH₂CF₃ Ph(2-F) 135-139 1-135 Me Me H 4-SO₂CH₂CF₃ Ph(2-Cl) 1-136 Me Me H 4-SO₂CHF₂ Ph(2,6-F₂) 140-144 1-137 Me Me H 4-SO₂CHF₂ Ph(2-F) 85-88 1-138 Me Me H 4-SO₂CHF₂ Ph(2-C1) 1-139 Me Me H 2-Me-4-OSO₂Me Ph(2,6-F₂) 112-115 1-140 Me Me H 2-Me-4-OSO₂CF₃ Ph(2,6-F₂) 108-110 1-141 Me Me H 2-Me-4-OCF₂CHFOCF₃ Ph(2-F) 1-142 Me Me H 2-Me-4-OCF₂CHFOCF₃ Ph(2,6-F₂) 1-143 Me Me H 2-Me-4-OCF₂CHFOCF₃ Ph(2-Cl) 1-144 Me Me H 2-Me-4-OCF₂CHFOCF₃ Ph(2-Me) 1-145 Me Me H 2-Me-4-OCF₂CHFOCF₃ Ph(2-CF₃) 1-146 Me Me H 2-Me-4-OCF₂CHFOCF₃ Ph(2-F-6-Cl) 1-147 Me Me H 2-Cl-4-OCF₂CHFOCF₃ Ph(2-F) 1-148 Me Me H 2-Cl-4-OCF₂CHFOCF₃ Ph(2,6-F₂) 1-149 Me Me H 2-Cl-4-OCF₂CHFOCF₃ Ph(2-Cl) 1-150 Me Me H 2-Cl-4-OCF₂CHFOCF₃ Ph(2-Me) 1-151 Me Me H 2-Cl-4-OCF₂CHFOCF₃ Ph(2-CF₃) 1-152 Me Me H 2-Cl-4-OCF₂CHFOCF₃ Ph(2-F-6-Cl) 1-153 Me Me H 2,3-Me₂-4-OCF₂CHFOCF₃ Ph(2-F) 1-154 Me Me H 2,3-Me₂-4-OCF₂CHFOCF₃ Ph(2,6-F₂) 1-155 Me Me H 2,3-Me₂-4-OCF₂CHFOCF₃ Ph(2-Cl) 1-156 Me Me H 2,3-Me₂-4-OCF₂CHFOCF₃ Ph(2-Me) 1-157 Me Me H 2,3-Me₂-4-OCF₂CHFOCF₃ Ph(2-CF₃) 1-158 Me Me H 2,3-Me₂-4-OCF₂CHFOCF₃ Ph(2-F-6-Cl) 1-159 Me Me H 2-Me-3-OMe-4-OCF₂CHFOCF₃ Ph(2-F) 1-160 Me Me H 2-Me-3-OMe-4-OCF₂CHFOCF₃ Ph(2,6-F₂) 1-161 Me Me H 2-Me-3-OMe-4-OCF₂CHFOCF₃ Ph(2-Cl) 1-162 Me Me H 2-Me-3-OMe-4-OCF₂CHFCCF₃ Ph(2-Me) 1-163 Me Me H 2-Me-3-OMe-4-OCF₂CHFOCF₃ Ph(2-CF₃) 1-164 Me Me H 2-Me-3-OMe-4-OCF₂CHFOCF₃ Ph(2-F-6-Cl) 1-165 Me Me H 2-Me-3-OCHF₂-4-OCF₂CHFOCF₃ Ph(2-F) 1-166 Me Me H 2-Me-3-OCHF₂-4-OCF₂CHFOCF₃ Ph(2,6-F₂) 1-167 Me Me H 2-Me-3-OCHF₂-4-OCF₂CHFOCF₃ Ph(2-Cl) 1-168 Me Me H 2-Me-3-OCHF₂-4-OCF₂CHFOCF₃ Ph(2-Me) 1-169 Me Me H 2-Me-3-OCHF₂-4-OCF₂CHFOCF₃ Ph(2-CF₃) 1-170 Me Me H 2-Me-3-OCHF₂-4-OCF₂CHFOCF₃ Ph(2-F-6-Cl) 1-171 Me Me H 4-Br Ph(2- 253-254 CONHCH₂CH(Me)₂) 1-172 Me Me H 4-Br Ph(2-CONHMe) 252-255 1-173 Me Me H 4-Br Ph(2-CONH₂) 193-196 1-174 Me Me H 4-Br Ph(2-OCOMe) 163-166 1-175 Me Me H 4-Br Ph(2-CO₂Me) 151-154 1-176 Me Me H 4-Cl Ph(2-CO₂Me) 166-168 1-177 Me Me H 4-Cl Ph(2-CONH₂) 205-206 1-178 Me Me H 2-CO₂H Ph(2-F) 1-179 Me Me H 2-CO₂H Ph(2,6-F₂) 1-180 Me Me H 2-CO₂H Ph(2-Cl) 1-181 Me Me H 2-CO₂H Ph(2-Me) 1-182 Me Me H 2-CO₂H Ph(2-CF₃) 1-183 Me Me H 2-CO₂H Ph(2-F-6-Cl) 1-184 Me Me H 2-CO₂Me Ph(2-F) 1-185 Me Me H 2-CO₂Me Ph(2,6-F₂) 1-186 Me Me H 2-CO₂Me Ph(2-Cl) 1-187 Me Me H 2-CO₂Me Ph(2-Me) 1-188 Me Me H 2-CO₂Me Ph(2-CF₃) 1-189 Me Me H 2-CO₂Me Ph(2-F-6-Cl) 1-190 Me Me H 2-CO₂Et Ph(2-F) 1-191 Me Me H 2-CO₂Et Ph(2,6-F₂) 1-192 Me Me H 2-CO₂Et Ph(2-C1) 1-193 Me Me H 2-CO₂Et Ph(2-Me) 1-194 Me Me H 2-CO₂Et Ph(2-CF₃) 1-195 Me Me H 2-CO₂Et Ph(2-F-6-Cl) 1-196 Me Me H 2-CONH₂ Ph(2-F) 1-197 Me Me H 2-CONH₂ Ph(2,6-F₂) 1-198 Me Me H 2-CONH₂ Ph(2-Cl) 1-199 Me Me H 2-CONH₂ Ph(2-Me) 1-200 Me Me H 2-CONH₂ Ph(2-CF₃) 1-201 Me Me H 2-CONH₂ Ph(2-F-6-Cl) 1-202 Me Me H 2-CONHMe Ph(2-F) 1-203 Me Me H 2-CONHMe Ph(2,6-F₂) 1-204 Me Me H 2-CONHMe Ph(2-Cl) 1-205 Me Me H 2-CONHMe Ph(2-Me) 1-206 Me Me H 2-CONHMe Ph(2-CF₃) 1-207 Me Me H 2-CONHMe Ph(2-F-6-Cl) 1-208 Me Me H 2-CONMe₂ Ph(2-F) 1-209 Me Me H 2-CONMe₂ Ph(2,6-F₂) 1-210 Me Me H 2-CONMe₂ Ph(2-Cl) 1-211 Me Me H 2-CONMe₂ Ph(2-Me) 1-212 Me Me H 2-CONMe₂ Ph(2-CF₃) 1-213 Me Me H 2-CONMe₂ Ph(2-F-6-Cl) 1-214 Me Me H 3-CO₂H Ph(2-F) 1-215 Me Me H 3-CO₂H Ph(2,6-F₂) 1-216 Me Me H 3-CO₂H Ph(2-Cl) 1-217 Me Me H 3-CO₂H Ph(2-Me) 1-218 Me Me H 3-CO₂H Ph(2-CF₃₎ 1-219 Me Me H 3-CO₂H Ph(2-F-6-Cl) 1-220 Me Me H 3-CO₂Me Ph(2-F) 1-221 Me Me H 3-CO₂Me Ph(2,6-F₂) Oil 1-222 Me Me H 3-CO₂Me Ph(2-Cl) 1-223 Me Me H 3-CO₂Me Ph(2-Me) 1-224 Me Me H 3-CO₂Me Ph(2-CF₃) 1-225 Me Me H 3-CO₂Me Ph(2-F-6-Cl) 1-226 Me Me H 3-CO₂Et Ph(2-F) 1-227 Me Me H 3-CO₂Et Ph(2,6-F₂) 1-228 Me Me H 3-CO₂Et Ph(2-Cl) 1-229 Me Me H 3-CO₂Et Ph(2-Me) 1-230 Me Me H 3-CO₂Et Ph(2-CF₃) 1-231 Me Me H 3-CO₂Et Ph(2-F-6-Cl) 1-232 Me Me H 3-CONH₂ Ph(2-F) 1-233 Me Me H 3-CONH₂ Ph(2,6-F₂) 1-234 Me Me H 3-CONH₂ Ph(2-Cl) 1-235 Me Me H 3-CONH₂ Ph(2-Me) 1-236 Me Me H 3-CONH₂ Ph(2-CF₃) 1-237 Me Me H 3-CONH₂ Ph(2-F-6-Cl) 1-238 Me Me H 3-CONHMe Ph(2-F) 1-239 Me Me H 3-CONHMe Ph(2,6-F₂) 1-240 Me Me H 3-CONHMe Ph(2-Cl) 1-241 Me Me H 3-CONHMe Ph(2-Me) 1-242 Me Me H 3-CONHMe Ph(2-CF₃) 1-243 Me Me H 3-CONHMe Ph(2-F-6-Cl) 1-244 Me Me H 3-CONMe₂ Ph(2-F) 1-245 Me Me H 3-CONMe₂ Ph(2,6-F₂) 1-246 Me Me H 3-CONMe₂ Ph(2-Cl) 1-247 Me Me H 3-CONMe₂ Ph(2-Me) 1-248 Me Me H 3-CONMe₂ Ph(2-CF₃) 1-249 Me Me H 3-CONMe₂ Ph(2-F-6-Cl)

[0241] TABLE 2

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 2-1 Me Me H 4-Cl Ph(2-F) 2-2 Me Et H 4-Cl Ph(2-F) 2-3 —(CH₂)₂— H 4-Cl Ph(2-F) 2-4 Me Me H 4-Cl Ph(2-6-F₂) 144-153 2-5 Me Me H 4-Cl Ph(2-Cl) 2-6 Me Et H 4-Cl Ph(2-C1) 2-7 Me Me COMe 4-Cl Ph(2-Cl) 2-8 —(CH₂)₂— H 4-Cl Ph(2-Cl) 2-9 —(CH₂)₄— H 4-Cl Ph(2-Cl) 2-10 Me Me H 4-Cl Ph(2-CF₃) 2-11 Me Me H 4-Br Ph(2-F) 2-12 Me Me H 4-Br Ph(2,6-F₂) 2-13 Me Me H 4-Br Ph(2-Cl) 2-14 Me Me H 4-Br Ph(2-CF₃) 2-15 Me Me H 4-F Ph(2-F) 2-16 Me Me H 4-F Ph(2,6-F₂) 2-17 Me Me H 4-F Ph(2-Cl) 2-18 Me Me H 4-F Ph(2-CF₃) 2-19 Me Me H 4-CF₃ Ph(2-F) 2-20 Me Me H 4-CF₃ Ph(2,6-F₂) 2-21 Me Me H 4-CF₃ Ph(2-Cl) 2-22 Me Me H 4-CF₃ Ph(2-CF₃) 2-23 Me Me H 3,4-Cl₂ Ph(2-F) 2-24 Me Me H 3,4-Cl₂ Ph(2,6-F₂) 2-25 —(CH₂)₂— H 3,4-Cl₂ Ph(2-Cl) 2-26 —(CH₂)₅— H 3,4-Cl₂ Ph(2-CF₃) 2-27 Me Me Me 2,4-Cl₂ Ph(2-F) 2-28 Me Me H 2,4-Cl₂ Ph(2-F) 2-29 Me Me H 2,4-Cl₂ Ph(2,6-F₂) 2-30 Me Me H 2,4-Cl₂ Ph(2-Cl) 2-31 Me Me H 2,4-Cl₂ Ph(2-CF₃) 2-32 Me Me H 2,4-F₂ Ph(2-F) 2-33 Me Me H 2,4-F₂ Ph(2,6-F₂) 2-34 Me Me H 4-OCF₃ Ph(2-F) 2-35 Me Me H 4-OCF₃ Ph(2,6-F₂) 2-36 Me Me H 4-OCF₃ Ph(2-Cl) 2-37 Me Me H 4-OCF₃ Ph(2-Me) 2-38 Me Me H 4-OCF₃ Ph(2-CF₃) 2-39 Me Me H 4-OCF₃ Ph(2-F-6-Cl) 2-40 Me Me H 4-OCHF₂ Ph(2-F) 2-41 Me Me H 4-OCHF₂ Ph(2,6-F₂) 2-42 Me Me H 4-OCHF₂ Ph(2-Cl) 2-43 Me Me H 4-OCHF₂ Ph(2-Me) 2-44 Me Me H 4-OCHF₂ Ph(2-CF₃) 2-45 Me Me H 4-OCHF₂ Ph(2-F-6-Cl) 2-46 Me Me H 4-OCH₂CF₃ Ph(2-F) 2-47 Me Me H 4-OCH₂CF₃ Ph(2,6-F₂) 2-48 Me Me H 4-OCH₂CF₃ Ph(2-Cl) 2-49 Me Me H 4-OCH₂CF₃ Ph(2-Me) 2-50 Me Me H 4-OCH₂CF₃ Ph(2-CF₃) 2-51 Me Me H 4-OCH₂CF₃ Ph(2-F-6-Cl) 2-52 Me Me H 2-Me-4-Cl Ph(2-F) 2-53 Me Me H 2-Me-4-Cl Ph(2,6-F₂) 2-54 Me Me H 2-Me-4-Cl Ph(2-Cl) 2-55 Me Me H 2-Me-4-Cl Ph(2-Me) 2-56 Me Me H 2-Me-4-Cl Ph(2-CF₃) 2-57 Me Me H 2-Me-4-Cl Ph(2-F-6-Cl) 2-58 Me Me H 2-Me-4-Br Ph(2-F) 2-59 Me Me H 2-Me-4-Br Ph(2,6-F₂) 2-60 Me Me H 2-Me-4-Br Ph(2-Cl) 2-61 Me Me H 2-Me-4-Br Ph(2-Me) 2-62 Me Me H 2-Me-4-Br Ph(2-CF₃) 2-63 Me Me H 2-Me-4-Br Ph(2-F-6-Cl) 2-64 Me Me H 2-Me-4-OCF₃ Ph(2-F) 2-65 Me Me H 2-Me-4-OCF₃ Ph(2,6-F₂) 2-66 Me Me H 2-Me-4-OCF₃ Ph(2-Cl) 2-67 Me Me H 2-Me-4-OCF₃ Ph(2-Me) 2-68 Me Me H 2-Me-4-OCF₃ Ph(2-CF₃) 2-69 Me Me H 2-Me-4-OCF₃ Ph(2-F-6-Cl) 2-70 Me Me H 2-Me-4-OCHF₂ Ph(2-F) 2-71 Me Me H 2-Me-4-OCHF₂ Ph(2-6-F₂) 2-72 Me Me H 2-Me-4-OCHF₂ Ph(2-Cl) 2-73 Me Me H 2-Me-4-OCHF₂ Ph(2-Me) 2-74 Me Me H 2-Me-4-OCHF₂ Ph(2-CF₃) 2-75 Me Me H 2-Me-4-OCHF₂ Ph(2-F-6-Cl) 2-76 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-F) 2-77 Me Me H 2-Me-4-OCH₂CF₃ Ph(2,6-F₂) 2-78 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-Cl) 2-79 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-Me) 2-80 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-CF₃) 2-81 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-F-6-Cl) 2-82 Me Me H 2-Me-4-CF₃ Ph(2-F) 2-83 Me Me H 2-Me-4-CF₃ Ph(2,6-F₂) 2-84 Me Me H 2-Me-4-CF₃ Ph (2-Cl) 2-85 Me Me H 2-Me-4-CF₃ Ph(2-Me) 2-86 Me Me H 2-Me-4-CF₃ Ph(2-CF₃) 2-87 Me Me H 2-Me-4-CF₃ Ph(2-F-6-Cl) 2-88 Me Me H 2-Cl-4-Br Ph(2-F) 2-89 Me Me H 2-Cl-4-Br Ph(2,6-F₂) 2-90 Me Me H 2-Cl-4-Br Ph(2-Cl) 2-91 Me Me H 2-Cl-4-Br Ph(2-Me) 2-92 Me Me H 2-Cl-4-Br Ph(2-CF₃) 2-93 Me Me H 2-Cl-4-Br Ph(2-F-6-Cl) 2-94 Me Me H 2-Cl-4-OCF₃ Ph(2-F) 2-95 Me Me H 2-Cl-4-OCF₃ Ph(2,6-F₂) 2-96 Me Me H 2-Cl-4-OCF₃ Ph(2-Cl) 2-97 Me Me H 2-Cl-4-OCF₃ Ph(2-Me) 2-98 Me Me H 2-Cl-4-OCF₃ Ph(2-CF₃) 2-99 Me Me H 2-Cl-4-OCF₃ Ph(2-F-6-Cl) 2-100 Me Me H 2-Cl-4-OCHF₂ Ph(2-F) 2-101 Me Me H 2-Cl-4-OCHF₂ Ph(2,6-F₂) 2-102 Me Me H 2-Cl-4-OCHF₂ Ph(2-Cl) 2-103 Me Me H 2-Cl-4-OCHF₂ Ph(2-Me) 2-104 Me Me H 2-Cl-4-OCHF₂ Ph(2-CF₃) 2-105 Me Me H 2-Cl-4-OCHF₂ Ph(2-F-6-Cl) 2-106 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-F) 2-107 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2,6-F₂) 2-108 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-Cl) 2-109 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-Me) 2-110 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-CF₃) 2-111 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-F-6-Cl)

[0242] TABLE 3

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 3-1 Me Me H H Ph 3-2 Me Me H H Ph(2-F) <30 yellow resin 3-3 Me Me H H Ph(2-Cl) 3-4 Me Me H H Ph(2-OMe) 3-5 Me Me H H Ph(2,6-F₂) 3-6 Me Me H H Ph(2,6-Cl₂) 3-7 Me Me H H Ph(2,6-OMe₂) 3-8 Me Me H 6-Cl Ph 3-9 Me Me H 6-Cl Ph(2-F) 3-10 Me Me H 6-Cl Ph(2-Cl) 3-11 Me Me H 6-Cl Ph(2,6-F₂) 3-12 Me Me H 6-Cl Ph(2,6-Cl₂) 3-13 Me Me H 6-Br Ph 3-14 Me Me H 6-Br Ph(2-F) 3-15 Me Me H 6-Br Ph(2-Cl) 3-16 Me Me H 6-Br Ph(2,6-F₂) 3-17 Me Me H 6-Br Ph(2,6-Cl₂) 3-18 Me Me H 6-CF₃ Ph(2,6-F₂) 3-19 Me Me H 6-CN Ph(2,6-F₂) 3-20 Me CN H H Ph(2,6-F₂) 3-21 Me CO₂Et H H Ph(2,6-F₂) 3-22 Me CN H 6-Cl Ph(2,6-F₂) 3-23 Me CO₂Et H 6-Cl Ph(2,6-F₂) 3-24 Me Et H H Ph(2,6-F₂) 3-25 Me Me COMe H Ph(2,6-F₂) 3-26 Me Me CH₂OMe H Ph(2,6-F₂) 3-27 Me Me H H 1-naphthyl 3-28 Me Me H H 2-naphthyl 3-29 Me Me H H 2-thienyl 3-30 Me Me H H 3-thienyl 3-31 Me Me H H 2-pyrazinyl 3-32 Me Me H H 2-pyridyl 3-33 Me Me H H 3-pyridyl 3-34 Me Me H H 4- trifluoromethyl- 3-pyridyl 3-35 Me Me H H 4-pyridyl 3-36 Me Me H H 2-furyl 3-37 Me Me H H 3-furyl 3-38 Me Me H 2-Cl Ph(2-F) 3-39 Me Me H 2-Cl Ph(2,6-F₂) 3-40 Me Me H 2-Cl Ph(2-Cl) 3-41 Me Me H 2-Cl Ph(2-Me) 3-42 Me Me H 2-Cl Ph(2-CF₃) 3-43 Me Me H 2-Cl Ph(2-F-6-Cl) 3-44 Me Me H 2-Br Ph(2-F) 3-45 Me Me H 2-Br Ph(2,6-F₂) 3-46 Me Me H 2-Br Ph(2-Cl) 3-47 Me Me H 2-Br Ph(2-Me) 3-48 Me Me H 2-Br Ph(2-CF₃) 3-49 Me Me H 2-Br Ph(2-F-6-Cl) 3-50 Me Me H 2-CF₃ Ph(2-F) 3-51 Me Me H 2-CF₃ Ph(2,6-F₂) 3-52 Me Me H 2-CF₃ Ph(2-Cl) 3-53 Me Me H 2-CF₃ Ph(2-Me) 3-54 Me Me H 2-CF₃ Ph(2-CF₃) 3-55 Me Me H 2-CF₃ Ph(2-F-6-Cl) 3-56 Me Me H 2-OCF₃ Ph(2-F) 3-57 Me Me H 2-OCF₃ Ph(2,6-F₂) 3-58 Me Me H 2-OCF₃ Ph(2-Cl) 3-59 Me Me H 2-OCF₃ Ph(2-Me) 3-60 Me Me H 2-OCF₃ Ph(2-CF₃) 3-61 Me Me H 2-OCF₃ Ph(2-F-6-Cl) 3-62 Me Me H 2-OCHF₂ Ph(2-F) 3-63 Me Me H 2-OCHF₂ Ph(2,6-F₂) 3-64 Me Me H 2-OCHF₂ Ph(2-Cl) 3-65 Me Me H 2-OCHF₂ Ph(2-Me) 3-66 Me Me H 2-OCHF₂ Ph(2-CF₃) 3-67 Me Me H 2-OCHF₂ Ph(2-F-6-Cl) 3-68 Me Me H 2-OCH₂CF₃ Ph(2-F) 3-69 Me Me H 2-OCH₂CF₃ Ph(2,6-F₂) 3-70 Me Me H 2-OCH₂CF₃ Ph(2-Cl) 3-71 Me Me H 2-OCH₂CF₃ Ph(2-Me) 3-72 Me Me H 2-OCH₂CF₃ Ph(2-CF₃) 3-73 Me Me H 2-OCH₂CF₃ Ph(2-F-6-Cl) 3-74 Me Me H 2-CN Ph(2-F) 3-75 Me Me H 2-CN Ph(2,6-F₂) 3-76 Me Me H 2-CN Ph(2-Cl) 3-77 Me Me H 2-CN Ph(2-Me) 3-78 Me Me H 2-CN Ph(2-CF₃) 3-79 Me Me H 2-CN Ph(2-F-6-Cl) 3-80 Me Me H 3-Cl Ph(2-F) 3-81 Me Me H 3-Cl Ph(2,6-F₂) 3-82 Me Me H 3-Cl Ph(2-Cl) 3-83 Me Me H 3-Cl Ph(2-Me) 3-84 Me Me H 3-Cl Ph(2-CF₃) 3-85 Me Me H 3-Cl Ph(2-F-6-Cl) 3-86 Me Me H 3-Br Ph(2-F) 3-87 Me Me H 3-Br Ph(2,6-F₂) 3-88 Me Me H 3-Br Ph(2-Cl) 3-89 Me Me H 3-Br Ph(2-Me) 3-90 Me Me H 3-Br Ph(2-CF₃) 3-91 Me Me H 3-Br Ph(2-F-6-Cl) 3-92 Me Me H 3-CF₃ Ph(2-F) 3-93 Me Me H 3-CF₃ Ph(2,6-F₂) 3-94 Me Me H 3-CF₃ P1-1(2-Cl) 3-95 Me Me H 3-CF₃ Ph(2-Me) 3-96 Me Me H 3-CF₃ Ph(2-CF₃) 3-97 Me Me H 3-CF₃ Ph(2-F-6-Cl) 3-98 Me Me H 2-OCF₃ Ph(2-F) 3-99 Me Me H 2-OCF₃ Ph(2,6-F₂) 3-100 Me Me H 2-OCF₃ Ph(2-Cl) 3-101 Me Me H 2-OCF₃ Ph(2-Me) 3-102 Me Me H 2-OCF₃ Ph(2-CF₃) 3-103 Me Me H 2-OCF₃ Ph(2-F-6-Cl) 3-104 Me Me H 3-OCHF₂ Ph(2-F) 3-105 Me Me H 3-OCHF₂ Ph(2,6-F₂) 3-106 Me Me H 3-OCHF₂ Ph(2-Cl) 3-107 Me Me H 3-OCHF₂ Ph(2-Me) 3-108 Me Me H 3-OCHF₂ Ph(2-CF₃) 3-109 Me Me H 3-OCHF₂ Ph(2-F-6-Cl) 3-110 Me Me H 3-OCH₂CF₃ Ph(2-F) 3-111 Me Me H 3-OCH₂CF₃ Ph(2,6-F₂) 3-112 Me Me H 3-OCH₂CF₃ Ph(2-Cl) 3-113 Me Me H 3-OCH₂CF₃ Ph(2-Me) 3-114 Me Me H 3-OCH₂CF₃ Ph(2-CF₃) 3-115 Me Me H 3-OCH₂CF₃ Ph(2-F-6-Cl) 3-116 Me Me H 3-CN Ph(2-F) 3-117 Me Me H 3-CN Ph(2,6-F₂) 3-118 Me Me H 3-CN Ph(2-Cl) 3-119 Me Me H 3-CN Ph(2-Me) 3-120 Me Me H 3-CN Ph(2-CF₃) 3-121 Me Me H 3-CN Ph(2-F-6-Cl) 3-122 Me Me H 4-Cl Ph(2-F) 3-123 Me Me H 4-Cl Ph(2,6-F₂) 3-124 Me Me H 4-Cl Ph(2-Cl) 3-125 Me Me H 4-Cl Ph(2-Me) 3-126 Me Me H 4-Cl Ph(2-CF₃) 3-127 Me Me H 4-Cl Ph(2-F-6-Cl) 3-128 Me Me H 4-Br Ph(2-F) 3-129 Me Me H 4-Br Ph(2,6-F₂) 3-130 Me Me H 4-Br Ph(2-Cl) 3-131 Me Me H 4-Br Ph(2-Me) 3-132 Me Me H 4-Br Ph(2-CF₃) 3-133 Me Me H 4-Br Ph(2-F-6-Cl) 3-134 Me Me H 4-CF₃ Ph(2-F) 3-135 Me Me H 4-CF₃ Ph(2,6-F₂) 3-136 Me Me H 4-CF₃ Ph(2-Cl) 3-137 Me Me H 4-CF₃ Ph(2-Me) 3-138 Me Me H 4-CF₃ Ph(2-CF₃) 3-139 Me Me H 4-CF₃ Ph(2-F-6-Cl) 3-140 Me Me H 4-OCF₃ Ph(2-F) 3-141 Me Me H 4-OCF₃ Ph(2,6-F₂) 3-142 Me Me H 4-OCF₃ Ph(2-Cl) 3-143 Me Me H 4-OCF₃ Ph(2-Me) 3-144 Me Me H 4-OCF₃ Ph(2-CF₃) 3-145 Me Me H 4-OCF₃ Ph(2-F-6-Cl) 3-146 Me Me H 4-OCHF₂ Ph(2-F) 3-147 Me Me H 4-OCHF₂ Ph(2,6-F₂) 3-148 Me Me H 4-OCHF₂ Ph(2-Cl) 3-149 Me Me H 4-OCHF₂ Ph(2-Me) 3-150 Me Me H 4-OCHF₂ Ph(2-CF₃) 3-151 Me Me H 4-OCHF₂ Ph(2-F-6-Cl) 3-152 Me Me H 4-OCH₂CF₃ Ph(2-F) 3-153 Me Me H 4-OCH₂CF₃ Ph(2,6-F₂) 3-154 Me Me H 4-OCH₂CF₃ Ph(2-Cl) 3-155 Me Me H 4-OCH₂CF₃ Ph(2-Me) 3-156 Me Me H 4-OCH₂CF₃ Ph(2-CF₃) 3-157 Me Me H 4-OCH₂CF₃ Ph(2-F-6-Cl) 3-158 Me Me H 4-CN Ph(2-F) 3-159 Me Me H 4-CN Ph(2,6-F₂) 3-160 Me Me H 4-CN Ph(2-Cl) 3-161 Me Me H 4-CN Ph(2-Me) 3-162 Me Me H 4-CN Ph(2-CF₃) 3-163 Me Me H 4-CN Ph(2-F-6-Cl) 3-164 Me Me H 5-Cl Ph(2-F) 3-165 Me Me H 5-Cl Ph(2,6-F₂) 3-166 Me Me H 5-Cl Ph(2-Cl) 3-167 Me Me H 5-Cl Ph(2-Me) 3-168 Me Me H 5-Cl Ph(2-CF₃) 3-169 Me Me H 5-Cl Ph(2-F-6-Cl) 3-170 Me Me H 5-Br Ph(2-F) 3-171 Me Me H 5-Br Ph(2,6-F₂) 3-172 Me Me H 5-Br Ph(2-Cl) 3-173 Me Me H 5-Br Ph(2-Me) 3-174 Me Me H 5-Br Ph(2-CF₃) 3-175 Me Me H 5-Br Ph(2-F-6-Cl) 3-176 Me Me H 5-CF₃ Ph(2-F) 3-177 Me Me H 5-CF₃ Ph(2,6-F₂) 3-178 Me Me H 5-CF₃ Ph(2-Cl) 3-179 Me Me H 5-CF₃ Ph(2-Me) 3-180 Me Me H 5-CF₃ Ph(2-CF₃) 3-181 Me Me H 5-CF₃ Ph(2-F-6-Cl) 3-182 Me Me H 5-OCF₃ Ph(2-F) 3-183 Me Me H 5-OCF₃ Ph(2,6-F₂) 3-184 Me Me H 5-OCF₃ Ph(2-Cl) 3-185 Me Me H 5-OCF₃ Ph(2-Me) 3-186 Me Me H 5-OCF₃ Ph(2-CF₃) 3-187 Me Me H 5-OCF₃ Ph(2-F-6-Cl) 3-188 Me Me H 5-OCHF₂ Ph(2-F) 3-189 Me Me H 5-OCHF₂ Ph(2,6-F₂) 3-190 Me Me H 5-OCHF₂ Ph(2-Cl) 3-191 Me Me H 5-OCHF₂ Ph(2-Me) 3-192 Me Me H 5-OCHF₂ Ph(2-CF₃) 3-193 Me Me H 5-OCHF₂ Ph(2-F-6-Cl) 3-194 Me Me H 5-OCH₂CF₃ Ph(2-F) 3-195 Me Me H 5-OCH₂CF₃ Ph(2,6-F₂) 3-196 Me Me H 5-OCH₂CF₃ Ph(2-Cl) 3-197 Me Me H 5-OCH₂CF₃ Ph(2-Me) 3-198 Me Me H 5-OCH₂CF₃ Ph(2-CF₃) 3-199 Me Me H 5-OCH₂CF₃ Ph(2-F-6-Cl) 3-200 Me Me H 5-CN Ph(2-F) 3-201 Me Me H 5-CN Ph(2,6-F₂) 3-202 Me Me H 5-CN Ph(2-Cl) 3-203 Me Me H 5-CN Ph(2-Me) 3-204 Me Me H 5-CN Ph(2-CF₃) 3-205 Me Me H 5-CN Ph(2-F-6-Cl) 3-206 Me Me H 6-Cl Ph(2-F) 3-207 Me Me H 6-Cl Ph(2,6-F₂) 3-208 Me Me H 6-Cl Ph(2-Cl) 3-209 Me Me H 6-Cl Ph(2-Me) 3-210 Me Me H 6-Cl Ph(2-CF₃) 3-211 Me Me H 6-Cl Ph(2-F-6-Cl) 3-212 Me Me H 6-Br Ph(2-F) 3-213 Me Me H 6-Br Ph(2,6-F₂) 3-214 Me Me H 6-Br Ph(2-Cl) 3-215 Me Me H 6-Br Ph(2-Me) 3-216 Me Me H 6-Br Ph(2-CF₃) 3-217 Me Me H 6-Br Ph(2-F-6-Cl) 3-218 Me Me H 6-CF₃ Ph(2-F) 3-219 Me Me H 6-CF₃ Ph(2,6-F₂) 3-220 Me Me H 6-CF₃ Ph(2-Cl) 3-221 Me Me H 6-CF₃ Ph(2-Me) 3-222 Me Me H 6-CF₃ Ph(2-CF₃) 3-223 Me Me H 6-CF₃ Ph(2-F-6-Cl) 3-224 Me Me H 6-OCF₃ Ph(2-F) 3-225 Me Me H 6-OCF₃ Ph(2,6-F₂) 3-226 Me Me H 6-OCF₃ Ph(2-Cl) 3-227 Me Me H 6-OCF₃ Ph(2-Me) 3-228 Me Me H 6-OCF₃ Ph(2-CF₃) 3-229 Me Me H 6-OCF₃ Ph(2-F-6-Cl) 3-230 Me Me H 6-OCHF₂ Ph(2-F) 3-231 Me Me H 6-OCHF₂ Ph(2,6-F₂) 3-232 Me Me H 6-OCHF₂ Ph(2-Cl) 3-233 Me Me H 6-OCHF₂ Ph(2-Me) 3-234 Me Me H 6-OCHF₂ Ph(2-CF₃) 3-235 Me Me H 6-OCHF₂ Ph(2-F-6-Cl) 3-236 Me Me H 6-OCH₂CF₃ Ph(2-F) 3-237 Me Me H 6-OCH₂CF₃ Ph(2,6-F₂) 3-238 Me Me H 6-OCH₂CF₃ Ph(2-Cl) 3-239 Me Me H 6-OCH₂CF₃ Ph(2-Me) 3-240 Me Me H 6-OCH₂CF₃ Ph(2-CF₃) 3-241 Me Me H 6-OCH₂CF₃ Ph(2-F-6-Cl) 3-242 Me Me H 6-CN Ph(2-F) 3-243 Me Me H 6-CN Ph(2,6-F₂) 3-244 Me Me H 6-CN Ph(2-Cl) 3-245 Me Me H 6-CN Ph(2-Me) 3-246 Me Me H 6-CN Ph(2-CF₃) 3-247 Me Me H 6-CN Ph(2-F-6-Cl) 3-248 Me Me H 7-Cl Ph(2-F) 3-249 Me Me H 7-Cl Ph(2,6-F₂) 3-250 Me Me H 7-Cl Ph(2-Cl) 3-251 Me Me H 7-Cl Ph(2-Me) 3-252 Me Me H 7-Cl Ph(2-CF₃) 3-253 Me Me H 7-Cl Ph(2-F-6-Cl) 3-254 Me Me H 7-Br Ph(2-F) 3-255 Me Me H 7-Br Ph(2,6-F₂) 3-256 Me Me H 7-Br Ph(2-Cl) 3-257 Me Me H 7-Br Ph(2-Me) 3-258 Me Me H 7-Br Ph(2-CF₃) 3-259 Me Me H 7-Br Ph(2-F-6-Cl) 3-260 Me Me H 7-CF₃ Ph(2-F) 3-261 Me Me H 7-CF₃ Ph(2,6-F₂) 3-262 Me Me H 7-CF₃ Ph(2-Cl) 3-263 Me Me H 7-CF₃ Ph(2-Me) 3-264 Me Me H 7-CF₃ Ph(2-CF₃) 3-265 Me Me H 7-CF₃ Ph(2-F-6-Cl) 3-266 Me Me H 7-OCF₃ Ph(2-F) 3-267 Me Me H 7-OCF₃ Ph(2,6-F₂) 3-268 Me Me H 7-OCF₃ Ph(2-Cl) 3-269 Me Me H 7-OCF₃ Ph(2-Me) 3-270 Me Me H 7-OCF₃ Ph(2-CF₃) 3-271 Me Me H 7-OCF₃ Ph(2-F-6-Cl) 3-272 Me Me H 7-OCHF₂ Ph(2-F) 3-273 Me Me H 7-OCHF₂ Ph(2,6-F₂) 3-274 Me Me H 7-OCHF₂ Ph(2-Cl) 3-275 Me Me H 7-OCHF₂ Ph(2-Me) 3-276 Me Me H 7-OCHF₂ Ph(2-CF₃) 3-277 Me Me H 7-OCHF₂ Ph(2-F-6-Cl) 3-278 Me Me H 7-OCH₂CF₃ Ph(2-F) 3-279 Me Me H 7-OCH₂CF₃ Ph(2,6-F₂) 3-280 Me Me H 7-OCH₂CF₃ Ph(2-Cl) 3-281 Me Me H 7-OCH₂CF₃ Ph(2-Me) 3-282 Me Me H 7-OCH₂CF₃ Ph(2-CF₃) 3-283 Me Me H 7-OCH₂CF₃ Ph(2-F-6-Cl) 3-284 Me Me H 7-CN Ph(2-F) 3-235 Me Me H 7-CN Ph(2,6-F₂) 3-286 Me Me H 7-CN Ph(2-Cl) 3-287 Me Me H 7-CN Ph(2-Me) 3-288 Me Me H 7-CN Ph(2-CF₃) 3-289 Me Me H 7-CN Ph(2-F-6-Cl) 3-290 Me Me H 2-Me-4-Cl Ph(2-F) 3-291 Me Me H 2-Me-4-Cl Ph(2,6-F₂) 3-292 Me Me H 2-Me-4-Cl Ph(2-Cl) 3-293 Me Me H 2-Me-4-Cl P142-Me) 3-294 Me Me H 2-Me-4-Cl Ph(2-CF₃) 3-295 Me Me H 2-Me-4-Cl Ph(2-F-6-Cl) 3-296 Me Me H 3-Me-4-Cl Ph(2-F) 3-297 Me Me H 3-Me-4-Cl Ph(2,6-F₂) 3-298 Me Me H 3-Me-4-Cl P142-Cl) 3-299 Me Me H 3-Me-4-Cl Ph(2-Me) 3-300 Me Me H 3-Me-4-Cl Ph(2-CF₃) 3-301 Me Me H 3-Me-4-Cl Ph(2-F-6-Cl) 3-302 Me Me H 5-Me-6-Cl Ph(2-F) 3-303 Me Me H 5-Me-6-Cl Ph(2,6-F₂) 3-304 Me Me H 5-Me-6-Cl Ph(2-Cl) 3-305 Me Me H 5-Me-6-Cl Ph(2-Me) 3-306 Me Me H 5-Me-6-Cl Ph(2-CF₃) 3-307 Me Me H 5-Me-6-Cl Ph(2-F-6-Cl) 3-308 Me Me H 6-Me-5-Cl Ph(2-F) 3-309 Me Me H 6-Me-5-Cl Ph(2,6-F₂) 3-310 Me Me H 6-Me-5-Cl Ph(2-C1) 3-311 Me Me H 6-Me-5-Cl Ph(2-Me) 3-312 Me Me H 6-Me-5-Cl Ph(2-CF₃) 3-313 Me Me H 6-Me-5-Cl Ph(2-F-6-Cl) 3-314 Me Me H 2-Me-4-Br Ph(2-F) 3-315 Me Me H 2-Me-4-Br Ph(2,6-F₂) 3-316 Me Me H 2-Me-4-Br Ph(2-Cl) 3-317 Me Me H 2-Me-4-Br Ph(2-Me) 3-318 Me Me H 2-Me-4-Br Ph(2-CF₃) 3-319 Me Me H 2-Me-4-Br Ph(2-F-6-Cl) 3-320 Me Me H 3-Me-4-Br Ph(2-F) 3-321 Me Me H 3-Me-4-Br Ph(2,6-F₂) 3-322 Me Me H 3-Me-4-Br Ph(2-Cl) 3-323 Me Me H 3-Me-4-Br Ph(2-Me) 3-324 Me Me H 3-Me-4-Br Ph(2-CF₃) 3-325 Me Me H 3-Me-4-Br Ph(2-F-6-Cl) 3-326 Me Me H 5-Me-6-Br Ph(2-F) 3-327 Me Me H 5-Me-6-Br Ph(2,6-F₂) 3-328 Me Me H 5-Me-6-Br Ph(2-Cl) 3-329 Me Me H 5-Me-6-Br Ph(2-Me) 3-330 Me Me H 5-Me-6-Br Ph(2-CF₃) 3-331 Me Me H 5-Me-6-Br Ph(2-F-6-Cl) 3-332 Me Me H 6-Me-5-Br Ph(2-F) 3-333 Me Me H 6-Me-5-Br Ph(2,6-F₂) 3-334 Me Me H 6-Me-5-Br Ph(2-Cl) 3-335 Me Me H 6-Me-5-Br Ph(2-Me) 3-336 Me Me H 6-Me-5-Br Ph(2-CF₃) 3-337 Me Me H 6-Me-5-Br Ph(2-F-6-Cl) 3-338 Me Me H 2-Me-4-CF₃ Ph(2-F) 3-339 Me Me H 2-Me-4-CF₃ Ph(2,6-F₂) 3-340 Me Me H 2-Me-4-CF₃ Ph(2-Cl) 3-341 Me Me H 2-Me-4-CF₃ Ph(2-Me) 3-342 Me Me H 2-Me-4-CF₃ Ph(2-CF₃) 3-343 Me Me H 2-Me-4-CF₃ Ph(2-F-6-Cl) 3-344 Me Me H 3-Me-4-CF₃ Ph(2-F) 3-345 Me Me H 3-Me-4-CF₃ Ph(2,6-F₂) 3-346 Me Me H 3-Me-4-CF₃ Ph(2-Cl) 3-347 Me Me H 3-Me-4-CF₃ Ph(2-Me) 3-348 Me Me H 3-Me-4-CF₃ Ph(2-CF₃) 3-349 Me Me H 3-Me-4-CF₃ Ph(2-F-6-Cl) 3-350 Me Me H 5-Me-6-CF₃ Ph(2-F) 3-351 Me Me H 5-Me-6-CF₃ Ph(2,6-F₂) 3-352 Me Me H 5-Me-6-CF₃ Ph(2-Cl) 3-353 Me Me H 5-Me-6-CF₃ Ph(2-Me) 3-354 Me Me H 5-Me-6-CF₃ Ph(2-CF₃) 3-355 Me Me H 5-Me-6-CF₃ Ph(2-F-6-Cl) 3-356 Me Me H 6-Me-5-CF₃ Ph(2-F) 3-357 Me Me H 6-Me-5-CF₃ Ph(2,6-F₂) 3-358 Me Me H 6-Me-5-CF₃ Ph(2-Cl) 3-359 Me Me H 6-Me-5-CF₃ Ph(2-Me) 3-360 Me Me H 6-Me-5-CF₃ Ph(2-CF₃) 3-361 Me Me H 6-Me-5-CF₃ Ph(2-F-6-Cl) 3-362 Me Me H 2-Me-4-OCF₃ Ph(2-F) 3-363 Me Me H 2-Me-4-OCF₃ Ph(2,6-F₂) 3-364 Me Me H 2-Me-4-OCF₃ Ph(2-Cl) 3-365 Me Me H 2-Me-4-OCF₃ Ph(2-Me) 3-366 Me Me H 2-Me-4-OCF₃ Ph(2-CF₃) 3-367 Me Me H 2-Me-4-OCF₃ Ph(2-F-6-Cl) 3-368 Me Me H 3-Me-4-OCF₃ Ph(2-F) 3-369 Me Me H 3-Me-4-OCF₃ Ph(2,6-F₂) 3-370 Me Me H 3-Me-4-OCF₃ Ph(2-Cl) 3-371 Me Me H 3-Me-4-OCF₃ Ph(2-Me) 3-372 Me Me H 3-Me-4-OCF₃ Ph(2-CF₃) 3-373 Me Me H 3-Me-4-OCF₃ Ph(2-F-6-Cl) 3-374 Me Me H 5-Me-6-OCF₃ Ph(2-F) 3-375 Me Me H 5-Me-6-OCF₃ Ph(2,6-F₂) 3-376 Me Me H 5-Me-6-OCF₃ Ph(2-Cl) 3-377 Me Me H 5-Me-6-OCF₃ Ph(2-Me) 3-378 Me Me H 5-Me-6-OCF₃ Ph(2-CF₃) 3-379 Me Me H 5-Me-6-OCF₃ Ph(2-F-6-Cl) 3-380 Me Me H 6-Me-5-OCF₃ Ph(2-F) 3-381 Me Me H 6-Me-5-OCF₃ Ph(2,6-F₂) 3-382 Me Me H 6-Me-5-OCF₃ Ph(2-Cl) 3-383 Me Me H 6-Me-5-OCF₃ Ph(2-Me) 3-384 Me Me H 6-Me-5-OCF₃ Ph(2-CF₃) 3-385 Me Me H 6-Me-5-OCF₃ Ph(2-F-6-Cl) 3-386 Me Me H 2-Me-4-OCHF₂ Ph(2-F) 3-387 Me Me H 2-Me-4-OCHF₂ Ph(2,6-F₂) 3-388 Me Me H 2-Me-4-OCHF₂ Ph(2-Cl) 3-389 Me Me H 2-Me-4-OCHF₂ Ph(2-Me) 3-390 Me Me H 2-Me-4-OCHF₂ Ph(2-CF₃) 3-391 Me Me H 2-Me-4-OCHF₂ Ph(2-F-6-Cl) 3-392 Me Me H 3-Me-4-OCHF₂ Ph(2-F) 3-393 Me Me H 3-Me-4-OCHF₂ Ph(2,6-F₂) 3-394 Me Me H 3-Me-4-OCHF₂ Ph(2-Cl) 3-395 Me Me H 3-Me-4-OCHF₂ Ph(2-Me) 3-396 Me Me H 3-Me-4-OCHF₂ Ph(2-CF₃) 3-397 Me Me H 3-Me-4-OCHF₂ Ph(2-F-6-Cl) 3-398 Me Me H 5-Me-6-OCHF₂ Ph(2-F) 3-399 Me Me H 5-Me-6-OCHF₂ Ph(2,6-F₂) 3-400 Me Me H 5-Me-6-OCHF₂ Ph(2-Cl) 3-401 Me Me H 5-Me-6-OCHF₂ Ph(2-Me) 3-402 Me Me H 5-Me-6-OCHF₂ Ph(2-CF₃) 3-403 Me Me H 5-Me-6-OCHF₂ Ph(2-F-6-Cl) 3-404 Me Me H 6-Me-5-OCHF₂ Ph(2-F) 3-405 Me Me H 6-Me-5-OCHF₂ Ph(2,6-F₂) 3-406 Me Me H 6-Me-5-OCHF₂ Ph(2-Cl) 3-407 Me Me H 6-Me-5-OCHF₂ Ph(2-Me) 3-408 Me Me H 6-Me-5-OCHF₂ Ph(2-CF₃) 3-409 Me Me H 6-Me-5-OCHF₂ Ph(2-F-6-Cl) 3-410 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-F) 3-411 Me Me H 2-Me-4-OCH₂CF₃ Ph(2,6-F₂) 3-412 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-Cl) 3-413 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-Me) 3-414 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-CF₃) 3-415 Me Me H 2-Me-4-OCH₂CF₃ Ph(2-F-6-Cl) 3-416 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-F) 3-417 Me Me H 3-Me-4-OCH₂CF₃ Ph(2,6-F₂) 3-418 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-Cl) 3-419 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-Me) 3-420 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-CF₃) 3-421 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-F-6-Cl) 3-422 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-F) 3-423 Me Me H 5-Me-6-OCH₂CF₃ Ph(2,6-F₂) 3-424 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-Cl) 3-425 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-Me) 3-426 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-CF₃) 3-427 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-F-6-Cl) 3-428 Me Me H 6-Me-5-OCH₂CF₃ Ph(2-F) 3-429 Me Me H 6-Me-5-OCH₂CF₃ Ph(2,6-F₂) 3-430 Me Me H 6-Me-5-OCH₂CF₃ Ph(2-Cl) 3-431 Me Me H 6-Me-5-OCH₂CF₃ Ph(2-Me) 3-432 Me Me H 6-Me-5-OCH₂CF₃ Ph(2-CF₃) 3-433 Me Me H 6-Me-5-OCH₂CF₃ Ph(2-F-6-Cl) 3-434 Me Me H 2,4-Cl₂ Ph(2-F) 3-435 Me Me H 2,4-Cl₂ Ph(2,6-F₂) 3-436 Me Me H 2,4-Cl₂ Ph(2-Cl) 3-437 Me Me H 2,4-Cl₂ Ph(2-Me) 3-438 Me Me H 2,4-Cl₂ Ph(2-CF₃) 3-439 Me Me H 2,4-Cl₂ Ph(2-F-6-Cl) 3-440 Me Me H 3,4-Cl₂ Ph(2-F) 3-441 Me Me H 3,4-Cl₂ Ph(2,6-F₂) 3-442 Me Me H 3,4-Cl₂ Ph(2-Cl) 3-443 Me Me H 3,4-Cl₂ Ph(2-Me) 3-444 Me Me H 3,4-Cl₂ Ph(2-CF₃) 3-445 Me Me H 3,4-Cl₂ Ph(2-F-6-Cl) 3-446 Me Me H 5,6-Cl₂ Ph(2-F) 3-447 Me Me H 5,6-Cl₂ Ph(2,6-F₂) 3-448 Me Me H 5,6-Cl₂ Ph(2-Cl) 3-449 Me Me H 5,6-Cl₂ Ph(2-Me) 3-450 Me Me H 5,6-Cl₂ Ph(2-CF₃) 3-451 Me Me H 5,6-Cl₂ Ph(2-F-6-Cl) 3-452 Me Me H 2-Cl-4-Br Ph(2-F) 3-453 Me Me H 2-Cl-4-Br Ph(2,6-F₂) 3-454 Me Me H 2-Cl-4-Br Ph(2-Cl) 3-455 Me Me H 2-Cl-4-Br Ph(2-Me) 3-456 Me Me H 2-Cl-4-Br Ph(2-CF₃) 3-457 Me Me H 2-Cl-4-Br Ph(2-F-6-Cl) 3-458 Me Me H 3-Cl-4-Br Ph(2-F) 3-459 Me Me H 3-Cl-4-Br Ph(2,6-F₂) 3-460 Me Me H 3-Cl-4-Br Ph(2-Cl) 3-461 Me Me H 3-Cl-4-Br Ph(2-Me) 3-462 Me Me H 3-Cl-4-Br Ph(2-CF₃) 3-463 Me Me H 3-Cl-4-Br Ph(2-F-6-Cl) 3-464 Me Me H 5-Cl-6-Br Ph(2-F) 3-465 Me Me H 5-Cl-6-Br Ph(2,6-F₂) 3-466 Me Me H S-Cl-6-Br Ph(2-Cl) 3-467 Me Me H 5-Cl-6-Br Ph(2-Me) 3-468 Me Me H 5-Cl-6-Br Ph(2-CF₃) 3-469 Me Me H 5-Cl-6-Br Ph(2-F-6-Cl) 3-470 Me Me H 6-Cl-5-Br Ph(2-F) 3-471 Me Me H 6-Cl-5-Br Ph(2,6-F₂) 3-472 Me Me H 6-Cl-5-Br Ph(2-Cl) 3-473 Me Me H 6-Cl-5-Br Ph(2-Me) 3-474 Me Me H 6-Cl-5-Br Ph(2-CF₃) 3-475 Me Me H 6-Cl-5-Br Ph(2-F-6-Cl) 3-476 Me Me H 2-C1-4-CF₃ Ph(2-F) 3-477 Me Me H 2-Cl-4-CF₃ Ph(2,6-F₂) 3-478 Me Me H 2-Cl-4-CF₃ Ph(2-Cl) 3-479 Me Me H 2-Cl-4-CF₃ Ph(2-Me) 3-480 Me Me H 2-Cl-4-CF₃ Ph(2-CF₃) 3-481 Me Me H 2-Cl-4-CF₃ Ph(2-F-6-Cl) 3-482 Me Me H 3-Cl-4-CF₃ Ph(2-F) 3-483 Me Me H 3-Cl-4-CF₃ Ph(2,6-F₂) 3-484 Me Me H 3-Cl-4-CF₃ Ph(2-Cl) 3-485 Me Me H 3-Cl-4-CF₃ Ph(2-Me) 3-486 Me Me H 3-Cl-4-CF₃ Ph(2-CF₃) 3-487 Me Me H 3-Cl-4-CF₃ Ph(2-F-6-Cl) 3-488 Me Me H 5-Cl-6-CF₃ Ph(2-F) 3-489 Me Me H 5-Cl-6-CF₃ Ph(2,6-F₂) 3-490 Me Me H 5-Cl-6-CF₃ Ph(2-Cl) 3-491 Me Me H 5-Cl-6-CF₃ Ph(2-Me) 3-492 Me Me H 5-Cl-6-CF₃ Ph(2-CF₃) 3-493 Me Me H 5-Cl-6-CF₃ Ph(2-F-6-Cl) 3-494 Me Me H 6-Cl-5-CF₃ Ph(2-F) 3-495 Me Me H 6-Cl-5-CF₃ Ph(2,6-F₂) 3-496 Me Me H 6-Cl-5-CF₃ Ph(2-Cl) 3-497 Me Me H 6-Cl-5-CF₃ Ph(2-Me) 3-498 Me Me H 6-Cl-5-CF₃ Ph(2-CF₃) 3-499 Me Me H 6-Cl-5-CF₃ Ph(2-F-6-Cl) 3-500 Me Me H 2-Cl-4-OCF₃ Ph(2-F) 3-501 Me Me H 2-Cl-4-OCF₃ Ph(2,6-F₂) 3-502 Me Me H 2-Cl-4-OCF₃ Ph(2-Cl) 3-503 Me Me H 2-Cl-4-OCF₃ Ph(2-Me) 3-504 Me Me H 2-Cl-4-OCF₃ Ph(2-CF₃) 3-505 Me Me H 2-Cl-4-OCF₃ Ph(2-F-6-Cl) 3-506 Me Me H 3-Cl-4-OCF₃ Ph(2-F) 3-507 Me Me H 3-Cl-4-OCF₃ Ph(2,6-F₂) 3-508 Me Me H 3-Cl-4-OCF₃ Ph(2-Cl) 3-509 Me Me H 3-Cl-4-OCF₃ Ph(2-Me) 3-510 Me Me H 3-Cl-4-OCF₃ Ph(2-CF₃) 3-511 Me Me H 3-Cl-4-OCF₃ Ph(2-F-6-Cl) 3-512 Me Me H 5-Cl-6-OCF₃ Ph(2-F) 3-513 Me Me H 5-Cl-6-OCF₃ Ph(2,6-F₂) 3-514 Me Me H 5-Cl-6-OCF₃ Ph(2-Cl) 3-515 Me Me H 5-Cl-6-OCF₃ Ph(2-Me) 3-516 Me Me H 5-Cl-6-OCF₃ Ph(2-CF₃) 3-517 Me Me H 5-Cl-6-OCF₃ Ph(2-F-6-Cl) 3-518 Me Me H 6-Cl-5-OCF₃ Ph(2-F) 3-519 Me Me H 6-Cl-5-OCF₃ Ph(2,6-F₂) 3-520 Me Me H 6-Cl-5-OCF₃ Ph(2-Cl) 3-521 Me Me H 6-Cl-5-OCF₃ Ph(2-Me) 3-522 Me Me H 6-Cl-5-OCF₃ Ph(2-CF₃) 3-523 Me Me H 6-Cl-5-OCF₃ Ph(2-F-6-Cl) 3-524 Me Me H 2-Cl-4-OCHF₂ Ph(2-F) 3-525 Me Me H 2-Cl-4-OCHF₂ Ph(2,6-F₂) 3-526 Me Me H 2-Cl-4-OCHF₂ Ph(2-Cl) 3-527 Me Me H 2-Cl-4-OCHF₂ Ph(2-Me) 3-528 Me Me H 2-Cl-4-OCHF₂ Ph(2-CF₃) 3-529 Me Me H 2-Cl-4-OCHF₂ Ph(2-F-6-Cl) 3-530 Me Me H 3-Cl-4-OCHF₂ Ph(2-F) 3-531 Me Me H 3-Cl-4-OCHF₂ Ph(2,6-F₂) 3-532 Me Me H 3-Cl-4-OCHF₂ Ph(2-Cl) 3-533 Me Me H 3-Cl-4-OCHF₂ Ph(2-Me) 3-534 Me Me H 3-Cl-4-OCHF₂ Ph(2-CF₃) 3-535 Me Me H 3-Cl-4-OCHF₂ Ph(2-F-6-Cl) 3-536 Me Me H 5-Cl-6-OCHF₂ Ph(2-F) 3-537 Me Me H 5-Cl-6-OCHF₂ Ph(2,6-F₂) 3-538 Me Me H 5-Cl-6-OCHF₂ Ph(2-Cl) 3-539 Me Me H 5-Cl-6-OCHF₂ Ph(2-Me) 3-540 Me Me H 5-Cl-6-OCHF₂ Ph(2-CF₃) 3-541 Me Me H 5-Cl-6-OCHF₂ Ph(2-F-6-Cl) 3-542 Me Me H 6-Cl-5-OCHF₂ Ph(2-F) 3-543 Me Me H 6-Cl-5-OCHF₂ Ph(2,6-F₂) 3-544 Me Me H 6-Cl-5-OCHF₂ Ph(2-Cl) 3-545 Me Me H 6-Cl-5-OCHF₂ Ph(2-Me) 3-546 Me Me H 6-Cl-5-OCHF₂ Ph(2-CF₃) 3-547 Me Me H 6-Cl-5-OCHF₂ Ph(2-F-6-Cl) 3-548 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-F) 3-549 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2,6-F₂) 3-550 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-Cl) 3-551 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-Me) 3-552 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-CF₃) 3-553 Me Me H 2-Cl-4-OCH₂CF₃ Ph(2-F-6-Cl) 3-554 Me Me H 3-Cl-4-OCH₂CF₃ Ph(2-F) 3-555 Me Me H 3-Cl-4-OCH₂CF₃ Ph(2,6-F₂) 3-556 Me Me H 3-Cl-4-OCH₂CF₃ Ph(2-Cl) 3-557 Me Me H 3-Cl-4-OCH₂CF₃ Ph(2-Me) 3-558 Me Me H 3-Cl-4-OCH₂CF₃ Ph(2-CF₃) 3-559 Me Me H 3-Cl-4-OCH₂CF₃ Ph(2-F-6-Cl) 3-560 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-F) 3-561 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2,6-F₂) 3-562 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-Cl) 3-563 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-Me) 3-564 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-CF₃) 3-565 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-F-6-Cl) 3-566 Me Me H 6-Cl-5-OCH₂CF₃ Ph(2-F) 3-567 Me Me H 6-Cl-5-OCH₂CF₃ Ph(2,6-F₂) 3-568 Me Me H 6-Cl-5-OCH₂CF₃ Ph(2-Cl) 3-569 Me Me H 6-Cl-5-OCH₂CF₃ Ph(2-Me) 3-570 Me Me H 6-Cl-5-OCH₂CF₃ Ph(2-CF₃) 3-571 Me Me H 6-Cl-5-OCH₂CF₃ Ph(2-F-6-Cl)

[0243] TABLE 4

Com- Physical pound properties No. R₁ R₂ R₃ X B (mp ° C.) 4-1 Me Me H H Ph 4-2 Me Me H H Ph(2-F) 114-116 4-3 Me Me H H Ph(2-Cl) 4-4 Me Me H H Ph(2-OMe) 4-5 Me Me H H Ph(2,6-F₂) 170-172 4-6 Me Me H H Ph(2,6-Cl₂) 4-7 Me Me H H Ph(2,6-OMe₂) 128-130 4-8 Me Me H 6-Cl Ph 4-9 Me Me H 6-Cl Ph(2-F) 4-10 Me Me H 6-Cl Ph(2-Cl) 4-11 Me Me H 6-Cl Ph(2,6-F₂) 4-12 Me Me H 6-Cl Ph(2,6-Cl₂) 4-13 Me Me H 6-Br Ph 4-14 Me Me H 6-Br Ph(2-F) 4-15 Me Me H 6-Br Ph(2-Cl) 4-16 Me Me H 6-Br Ph(2,6-F₂) 4-17 Me Me H 6-Br Ph(2,6-Cl₂) 4-18 Me Me H 6-CF₃ Ph(2,6-F₂) 4-19 Me Me H 6-CN Ph(2,6-F₂) 4-20 Me CN H H Ph(2,6-F₂) 4-21 Me CO₂Et H H Ph(2,6-F₂) 4-22 Me CN H 6-Cl Ph(2,6-F₂) 4-23 Me CO₂Et H 6-Cl Ph(2,6-F₂) 4-24 Me Et H H Ph(2,6-F₂) 4-25 Me Me COMe H Ph(2,6-F₂) 4-26 Me Me CH₂OMe H Ph(2,6-F₂) 4-27 Me Me H H 1-naphthyl 4-28 Me Me H H 2-naphthyl 4-29 Me Me H H 2-thienyl 4-30 Me Me H H 3-thienyl 4-31 Me Me H H 2-pyrazinyl 4-32 Me Me H H 2-pyridyl 4-33 Me Me H H 3-pyridyl 4-34 Me Me H H 4-tri- 156-158 fluorometh- yl-3-pyridyl 4-35 Me Me H H 4-pyridyl 4-36 Me Me H H 2-furyl 4-37 Me Me H H 3-furyl 4-38 Me Me H 1-Cl Ph(2-F) 4-39 Me Me H 1-Cl Ph(2,6-F₂) 4-40 Me Me H 1-Cl Ph(2-Cl) 4-41 Me Me H 1-Cl Ph(2-Me) 4-42 Me Me H 1-Cl Ph(2-CF₃) 4-43 Me Me H 1-Cl Ph(2-F-6-Cl) 4-44 Me Me H 1-Me Ph(2-F) 4-45 Me Me H 1-Me Ph(2,6-F₂) 4-46 Me Me H 1-Me Ph(2-Cl) 4-47 Me Me H 1-Me Ph(2-Me) 4-48 Me Me H 1-Me Ph(2-CF3) 4-49 Me Me H 1-Me Ph(2-F-6-Cl) 4-50 Me Me H 3-Cl Ph(2-F) 4-51 Me Me H 3-Cl Ph(2,6-F₂) 4-52 Me Me H 3-Cl Ph(2-Cl) 4-53 Me Me H 3-Cl Ph(2-Me) 4-54 Me Me H 3-Cl Ph(2-CF₃) 4-55 Me Me H 3-Cl Ph(2-F-6-Cl) 4-56 Me Me H 3-Me Ph(2-F) 4-57 Me Me H 3-Me Ph(2,6-F₂) 4-58 Me Me H 3-Me Ph(2-Cl) 4-59 Me Me H 3-Me Ph(2-Me) 4-60 Me Me H 3-Me Ph(2-CF₃) 4-61 Me Me H 3-Me Ph(2-F-6-Cl) 4-62 Me Me H 3-CF₃ Ph(2-F) 4-63 Me Me H 3-CF₃ Ph(2,6-F₂) 4-64 Me Me H 3-CF₃ Ph(2-Cl) 4-65 Me Me H 3-CF₃ Ph(2-Me) 4-66 Me Me H 3-CF₃ Ph(2-CF₃) 4-67 Me Me H 3-CF₃ Ph(2-F-6-Cl) 4-68 Me Me H 4-CF₃ Ph(2-F) 4-69 Me Me H 4-CF₃ Ph(2,6-F₂) 4-70 Me Me H 4-CF₃ Ph(2-Cl) 4-71 Me Me H 4-CF₃ Ph(2-Me) 4-72 Me Me H 4-CF₃ Ph(2-CF₃) 4-73 Me Me H 4-CF₃ Ph(2-F-6-Cl) 4-74 Me Me H 3-CN Ph(2-F) 4-75 Me Me H 3-CN Ph(2,6-F₂) 4-76 Me Me H 3-CN Ph(2-Cl) 4-77 Me Me H 3-CN Ph(2-Me) 4-78 Me Me H 3-CN Ph(2-CF₃) 4-79 Me Me H 3-CN Ph(2-F-6-Cl) 4-80 Me Me H 4-CN Ph(2-F) 4-81 Me Me H 4-CN Ph(2,6-F₂) 4-82 Me Me H 4-CN Ph(2-Cl) 4-83 Me Me H 4-CN Ph(2-Me) 4-84 Me Me H 4-CN Ph(2-CF₃) 4-85 Me Me H 4-CN Ph(2-F-6-Cl)

[0244] TABLE 5

Physical properties Compound No. R₁ R₂ R₃ X B (mp ° C.) 5-1 Me Me H H Ph 5-2 Me Me H H Ph(2-F) 5-3 Me Me H H Ph(2-Cl) 5-4 Me Me H H Ph(2-OMe) 5-5 Me Me H H Ph(2,6-F₂) 108-110 5-6 Me Me H H Ph(2,6-Cl₂) 5-7 Me Me H H Ph(2,6-OMe₂) 5-8 Me Me H 5-Cl Ph 5-9 Me Me H 5-Cl Ph(2-F) 127-130 5-10 Me Me H 5-Cl Ph(2-Cl) 5-11 Me Me H 5-Cl Ph(2,6-F₂) 129-131 5-12 Me Me H 5-Cl Ph(2,6-Cl₂) 5-13 Me Me H 5-Br Ph 5-14 Me Me H 5-Br Ph(2-F) 141-142 5-15 Me Me H 5-Br Ph(2-Cl) 5-16 Me Me H 5-Br Ph(2,6-F₂) 145-147 5-17 Me Me H 5-Br Ph(2,6-Cl₂) 5-18 Me Me H 5-CF₃ Ph(2,6-F₂) 5-19 Me Me H 5-CN Ph(2,6-F₂) 5-20 Me Me H 3-Me Ph(2,6-F₂) 124-127 5-21 Me CN H H Ph(2,6-F₂) 5-22 Me CO₂Et H H Ph(2,6-F₂) 5-23 Me CN H 5-Cl Ph(2,6-F₂) 5-24 Me CO₂Et H 5-Cl Ph(2,6-F₂) 5-25 Me Et H H Ph(2,6-F₂) 5-26 Me Me COMe H Ph(2,6-F₂) 5-27 Me Me CH₂OMe H Ph(2,6-F₂) 5-28 Me Me H H 1-naphthyl 5-29 Me Me H H 2-naphthyl 5-30 Me Me H H 2-thienyl 5-31 Me Me H H 3-thienyl 5-32 Me Me H H 2-pyrazinyl 5-33 Me Me H H 2-pyridyl 5-34 Me Me H H 3-pyridyl 5-35 Me Me H H 4-trifluoro-methyl-3-pyridyl 5-36 Me Me H H 4-pyridyl 5-37 Me Me H H 2-furyl 5-38 Me Me H H 3-furyl 5-39 Me Me H 3-Br Ph(2,6-F₂) 5-40 Me Me H 3-CF₃ Ph(2,6-F₂) 5-41 Me Me H 3-CN Ph(2,6-F₂) 5-42 Me Me H 5-Me Ph(2,6-F₂) 5-43 Me Me H 5-OSO₂CF₃ Ph(2-F) 5-44 Me Me H 5-OSO₂CF₃ Ph(2,6-F₂) 5-45 Me Me H 5-OCH₂CF₃ Ph(2-F) 5-46 Me Me H 5-OCH₂CF₃ Ph(2,6-F₂) 5-47 Me Me H 3-Cl Ph(2-F) 5-48 Me Me H 3-Cl Ph(2,6-F₂) 5-49 Me Me H 3-Cl Ph(2-Cl) 5-50 Me Me H 3-Cl Ph(2-Me) 5-51 Me Me H 3-Cl Ph(2-CF₃) 5-52 Me Me H 3-Cl Ph(2-F-6-Cl) 5-53 Me Me H 4-Cl Ph(2-F) 5-54 Me Me H 4-Cl Ph(2,6-F₂) 5-55 Me Me H 4-Cl Ph(2-Cl) 5-56 Me Me H 4-Cl Ph(2-Me) 5-57 Me Me H 4-Cl Ph(2-CF₃) 5-58 Me Me H 4-Cl Ph(2-F-6-Cl) 5-59 Me Me H 3-Br Ph(2-F) 5-60 Me Me H 3-Br Ph(2,6-F₂) 5-61 Me Me H 3-Br Ph(2-Cl) 5-62 Me Me H 3-Br Ph(2-Me) 5-63 Me Me H 3-Br Ph(2-CF₃) 5-64 Me Me H 3-Br Ph(2-F-6-Cl) 5-65 Me Me H 4-Br Ph(2-F) 120-123 5-66 Me Me H 4-Br Ph(2,6-F₂) 218-220 5-67 Me Me H 4-Br Ph(2-Cl) 5-68 Me Me H 4-Br Ph(2-Me) 5-69 Me Me H 4-Br Ph(2-CF₃) 5-70 Me Me H 4-Br Ph(2-F-6-Cl) 5-71 Me Me H 3-CF₃ Ph(2-F) 5-72 Me Me H 3-CF₃ Ph(2,6-F₂) 5-73 Me Me H 3-CF₃ Ph(2-Cl) 5-74 Me Me H 3-CF₃ Ph(2-Me) 5-75 Me Me H 3-CF₃ Ph(2-CF₃) 5-76 Me Me H 3-CF₃ Ph(2-F-6-Cl) 5-77 Me Me H 4-CF₃ Ph(2-F) 5-78 Me Me H 4-CF₃ Ph(2,6-F₂) 5-79 Me Me H 4-CF₃ Ph(2-Cl) 5-80 Me Me H 4-CF₃ Ph(2-Me) 5-81 Me Me H 4-CF₃ Ph(2-CF₃) 5-82 Me Me H 4-CF₃ Ph(2-F-6-Cl) 5-83 Me Me H 5-CF₃ Ph(2-F) 5-84 Me Me H 5-CF₃ Ph(2-Cl) 5-85 Me Me H 5-CF₃ Ph(2,6-Cl₂) 5-86 Me Me H 3-CN Ph(2-F) 5-87 Me Me H 3-CN Ph(2,6-F₂) 5-88 Me Me H 3-CN Ph(2-Cl) 5-89 Me Me H 3-CN Ph(2-Me) 5-90 Me Me H 3-CN Ph(2-CF₃) 5-91 Me Me H 3-CN Ph(2-F-6-Cl) 5-92 Me Me H 4-CN Ph(2-F) 5-93 Me Me H 4-CN Ph(2,6-F₂) 5-94 Me Me H 4-CN Ph(2-Cl) 5-95 Me Me H 4-CN Ph(2-Me) 5-96 Me Me H 4-CN Ph(2-CF₃) 5-97 Me Me H 4-CN Ph(2-F-6-Cl) 5-98 Me Me H 5-CN Ph(2-F) 5-99 Me Me H 5-CN Ph(2-Cl) 5-100 Me Me H 5-CN Ph(2,6-Cl₂) 5-101 Me Me H 3-OCF₃ Ph(2-F) 5-102 Me Me H 3-OCF₃ Ph(2,6-F₂) 5-103 Me Me H 3-OCF₃ Ph(2-Cl) 5-104 Me Me H 3-OCF₃ Ph(2-Me) 5-105 Me Me H 3-OCF₃ Ph(2-CF₃) 5-106 Me Me H 3-OCF₃ Ph(2-F-6-Cl) 5-107 Me Me H 4-OCF₃ Ph(2-F) 5-108 Me Me H 4-OCF₃ Ph(2,6-F₂) 5-109 Me Me H 4-OCF₃ Ph(2-Cl) 5-110 Me Me H 4-OCF₃ Ph(2-Me) 5-111 Me Me H 4-OCF₃ Ph(2-CF₃) 5-112 Me Me H 4-OCF₃ Ph(2-F-6-Cl) 5-113 Me Me H 5-OCF₃ Ph(2-F) 5-114 Me Me H 5-OCF₃ Ph(2,6-F₂) 5-115 Me Me H 5-OCF₃ Ph(2-Cl) 5-116 Me Me H 5-OCF₃ Ph(2-Me) 5-117 Me Me H 5-OCF₃ Ph(2-CF₃) 5-118 Me Me H 5-OCF₃ Ph(2-F-6-Cl) 5-119 Me Me H 3-OCHF₂ Ph(2-F) 5-120 Me Me H 3-OCHF₂ Ph(2,6-F₂) 5-121 Me Me H 3-OCHF₂ Ph(2-Cl) 5-122 Me Me H 3-OCHF₂ Ph(2-Me) 5-123 Me Me H 3-OCHF₂ Ph(2-CF₃) 5-124 Me Me H 3-OCHF₂ Ph(2-F-6-Cl) 5-125 Me Me H 4-OCHF₂ Ph(2-F) 5-126 Me Me H 4-OCHF₂ Ph(2,6-F₂) 5-127 Me Me H 4-OCHF₂ Ph(2-Cl) 5-128 Me Me H 4-OCHF₂ Ph(2-Me) 5-129 Me Me H 4-OCHF₂ Ph(2-CF₃) 5-130 Me Me H 4-OCHF₂ Ph(2-F-6-Cl) 5-131 Me Me H 5-OCHF₂ Ph(2-F) 5-132 Me Me H 5-OCHF₂ Ph(2,6-F₂) 5-133 Me Me H 5-OCHF₂ Ph(2-Cl) 5-134 Me Me H 5-OCHF₂ Ph(2-Me) 5-135 Me Me H 5-OCHF₂ Ph(2-CF₃) 5-136 Me Me H 5-OCHF₂ Ph(2-F-6-Cl) 5-137 Me Me H 3-OCH₂CF₃ Ph(2-F) 5-138 Me Me H 3-OCH₂CF₃ Ph(2,6-F₂) 5-139 Me Me H 3-OCH₂CF₃ Ph(2-Cl) 5-140 Me Me H 3-OCH₂CF₃ Ph(2-Me) 5-141 Me Me H 3-OCH₂CF₃ Ph(2-CF₃) 5-142 Me Me H 3-OCH₂CF₃ Ph(2-F-6-Cl) 5-143 Me Me H 4-OCH₂CF₃ Ph(2-F) 5-144 Me Me H 4-OCH₂CF₃ Ph(2,6-F₂) 5-145 Me Me H 4-OCH₂CF₃ Ph(2-Cl) 5-146 Me Me H 4-OCH₂CF₃ Ph(2-Me) 5-147 Me Me H 4-OCH₂CF₃ Ph(2-CF₃) 5-148 Me Me H 4-OCH₂CF₃ Ph(2-F-6-Cl) 5-149 Me Me H 5-OCH₂CF₃ Ph(2-F) 5-150 Me Me H 5-OCH₂CF₃ Ph(2,6-F₂) 5-151 Me Me H 5-OCH₂CF₃ Ph(2-Cl) 5-152 Me Me H 5-OCH₂CF₃ Ph(2-Me) 5-153 Me Me H 5-OCH₂CF₃ Ph(2-CF₃) 5-154 Me Me H 5-OCH₂CF₃ Ph(2-F-6-Cl) 5-155 Me Me H 5-Cl 4-trifluoromethyl-3-pyridyl 179-182 5-156 Me Me H 4,5-Br₂ Ph(2,6-F₂) 128-130 5-157 Me Me H 4,5-Br₂ Ph(2-F) 173-175 5-158 Me Me H 3-Me-4-Cl Ph(2-F) 5-159 Me Me H 3-Me-4-Cl Ph(2,6-F₂) 5-160 Me Me H 3-Me-4-Cl Ph(2-Cl) 5-161 Me Me H 3-Me-4-Cl Ph(2-Me) 5-162 Me Me H 3-Me-4-Cl Ph(2-CF₃) 5-163 Me Me H 3-Me-4-Cl Ph(2-F-6-Cl) 5-164 Me Me H 3-Me-5-Cl Ph(2-F) 5-165 Me Me H 3-Me-5-Cl Ph(2,6-F₂) 5-166 Me Me H 3-Me-5-Cl Ph(2-Cl) 5-167 Me Me H 3-Me-5-Cl Ph(2-Me) 5-168 Me Me H 3-Me-5-Cl Ph(2-CF₃) 5-169 Me Me H 3-Me-5-Cl Ph(2-F-6-Cl) 5-170 Me Me H 3-Me-4-Br Ph(2-F) 5-171 Me Me H 3-Me-4-Br Ph(2,6-F₂) 5-172 Me Me H 3-Me-4-Br Ph(2-Cl) 5-173 Me Me H 3-Me-4-Br Ph(2-Me) 5-174 Me Me H 3-Me-4-Br Ph(2-CF₃) 5-175 Me Me H 3-Me-4-Br Ph(2-F-6-Cl) 5-176 Me Me H 3-Me-5-Br Ph(2-F) 5-177 Me Me H 3-Me-5-Br Ph(2,6-F₂) 5-178 Me Me H 3-Me-5-Br Ph(2-Cl) 5-179 Me Me H 3-Me-5-Br Ph(2-Me) 5-180 Me Me H 3-Me-5-Br Ph(2-CF₃) 5-181 Me Me H 3-Me-5-Br Ph(2-F-6-Cl) 5-182 Me Me H 3-Me-4-CF₃ Ph(2-F) 5-183 Me Me H 3-Me-4-CF₃ Ph(2,6-F₂) 5-184 Me Me H 3-Me-4-CF₃ Ph(2-Cl) 5-185 Me Me H 3-Me-4-CF₃ Ph(2-Me) 5-186 Me Me H 3-Me-4-CF₃ Ph(2-CF₃) 5-187 Me Me H 3-Me-4-CF₃ Ph(2-F-6-Cl) 5-188 Me Me H 3-Me-5-CF₃ Ph(2-F) 5-189 Me Me H 3-Me-5-CF₃ Ph(2,6-F₂) 5-190 Me Me H 3-Me-5-CF₃ Ph(2-Cl) 5-191 Me Me H 3-Me-5-CF₃ Ph(2-Me) 5-192 Me Me H 3-Me-5-CF₃ Ph(2-CF₃) 5-193 Me Me H 3-Me-5-CF₃ Ph(2-F-6-Cl) 5-194 Me Me H 3-Me-4-OCF₃ Ph(2-F) 5-195 Me Me H 3-Me-4-OCF₃ Ph(2,6-F₂) 5-196 Me Me H 3-Me-4-OCF₃ Ph(2-Cl) 5-197 Me Me H 3-Me-4-OCF₃ Ph(2-Me) 5-198 Me Me H 3-Me-4-OCF₃ Ph(2-CF₃) 5-199 Me Me H 3-Me-4-OCF₃ Ph(2-F-6-Cl) 5-200 Me Me H 3-Me-5-OCF₃ Ph(2-F) 5-201 Me Me H 3-Me-5-OCF₃ Ph(2,6-F₂) 5-202 Me Me H 3-Me-5-OCF₃ Ph(2-Cl) 5-203 Me Me H 3-Me-5-OCF₃ Ph(2-Me) 5-204 Me Me H 3-Me-5-OCF₃ Ph(2-CF₃) 5-205 Me Me H 3-Me-5-OCF₃ Ph(2-F-6-Cl) 5-206 Me Me H 3-Me-4-OCHF₂ Ph(2-F) 5-207 Me Me H 3-Me-4-OCHF₂ Ph(2,6-F₂) 5-208 Me Me H 3-Me-4-OCHF₂ Ph(2-Cl) 5-209 Me Me H 3-Me-4-OCHF₂ Ph(2-Me) 5-210 Me Me H 3-Me-4-OCHF₂ Ph(2-CF₃) 5-211 Me Me H 3-Me-4-OCHF₂ Ph(2-F-6-Cl) 5-212 Me Me H 3-Me-5-OCHF₂ Ph(2-F) 5-213 Me Me H 3-Me-5-OCHF₂ Ph(2,6-F₂) 5-214 Me Me H 3-Me-5-OCHF₂ Ph(2-Cl) 5-215 Me Me H 3-Me-5-OCHF₂ Ph(2-Me) 5-216 Me Me H 3-Me-5-OCHF₂ Ph(2-CF₃) 5-217 Me Me H 3-Me-5-OCHF₂ Ph(2-F-6-Cl) 5-218 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-F) 5-219 Me Me H 3-Me-4-OCH₂CF₃ Ph(2,6-F₂) 5-220 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-Cl) 5-221 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-Me) 5-222 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-CF₃) 5-223 Me Me H 3-Me-4-OCH₂CF₃ Ph(2-F-6-Cl) 5-224 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-F) 5-225 Me Me H 3-Me-5-OCH₂CF₃ Ph(2,6-F₂) 5-226 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-Cl) 5-227 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-Me) 5-228 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-CF₃) 5-229 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-F-6-Cl) 5-230 Me Me H 3,5-Cl₂ Ph(2-F) 5-231 Me Me H 3,5-Cl₂ Ph(2,6-F₂) 5-232 Me Me H 3,5-Cl₂ Ph(2-Cl) 5-233 Me Me H 3,5-Cl₂ Ph(2-Me) 5-234 Me Me H 3,5-Cl₂ Ph(2-CF₃) 5-235 Me Me H 3,5-Cl₂ Ph(2-F-6-Cl) 5-236 Me Me H 3-Cl-5-Br Ph(2-F) 5-237 Me Me H 3-Cl-5-Br Ph(2,6-F₂) 5-238 Me Me H 3-Cl-5-Br Ph(2-Cl) 5-239 Me Me H 3-Cl-5-Br Ph(2-Me) 5-240 Me Me H 3-Cl-5-Br Ph(2-CF₃) 5-241 Me Me H 3-Cl-5-Br Ph(2-F-6-Cl) 5-242 Me Me H 3-Cl-5-CF₃ Ph(2-F) 5-243 Me Me H 3-Cl-5-CF₃ Ph(2,6-F₂) 5-244 Me Me H 3-Cl-5-CF₃ Ph(2-Cl) 5-245 Me Me H 3-Cl-5-CF₃ Ph(2-Me) 5-246 Me Me H 3-Cl-5-CF₃ Ph(2-CF₃) 5-247 Me Me H 3-Cl-5-CF₃ Ph(2-F-6-Cl) 5-248 Me Me H 3-Cl-5-OCF₃ Ph(2-F) 5-249 Me Me H 3-Cl-5-OCF₃ Ph(2,6-F₂) 5-250 Me Me H 3-Cl-5-OCF₃ Ph(2-Cl) 5-251 Me Me H 3-Cl-5-OCF₃ Ph(2-Me) 5-252 Me Me H 3-Cl-5-OCF₃ Ph(2-CF₃) 5-253 Me Me H 3-Cl-5-OCF₃ Ph(2-F-6-Cl) 5-254 Me Me H 3-Cl-5-OCHF₂ Ph(2-F) 5-255 Me Me H 3-Cl-5-OCHF₂ Ph(2,6-F₂) 5-256 Me Me H 3-Cl-5-OCHF₂ Ph(2-Cl) 5-257 Me Me H 3-Cl-5-OCHF₂ Ph(2-Me) 5-258 Me Me H 3-Cl-5-OCHF₂ Ph(2-CF₃) 5-259 Me Me H 3-Cl-5-OCHF₂ Ph(2-F-6-Cl) 5-260 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-F) 5-261 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2,6-F₂) 5-262 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-Cl) 5-263 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-Me) 5-264 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-CF₃) 5-265 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-F-6-Cl)

[0245] TABLE 6

Physical properties Compound No. R₁ R₂ R₃ X B (mp ° C.) 6-1 Me Me H H Ph 6-2 Me Me H H Ph(2-F) 6-3 Me Me H H Ph(2-Cl) 6-4 Me Me H H Ph(2-OMe) 6-5 Me Me H H Ph(2,6-F₂) 139-142 6-6 Me Me H H Ph(2,6-Cl₂) 6-7 Me Me H H Ph(2,6-OMe₂) 6-8 Me Me H 2-Cl Ph 6-9 Me Me H 2-Cl Ph(2-F) 6-10 Me Me H 2-Cl Ph(2-Cl) 6-11 Me Me H 2-Cl Ph(2,6-F₂) 6-12 Me Me H 2-Cl Ph(2,6-Cl₂) 6-13 Me Me H 2-Br Ph 6-14 Me Me H 2-Br Ph(2-F) 6-15 Me Me H 2-Br Ph(2-Cl) 6-16 Me Me H 2-Br Ph(2,6-F₂) 6-17 Me Me H 2-Br Ph(2,6-Cl₂) 6-18 Me Me H 2-CF₃ Ph(2,6-F₂) 6-19 Me Me H 2-CN Ph(2,6-F₂) 6-20 Me CN H H Ph(2,6-F₂) 6-21 Me CO₂Et H H Ph(2,6-F₂) 6-22 Me CN H 2-Cl Ph(2,6-F₂) 6-23 Me CO₂Et H 2-Cl Ph(2,6-F₂) 6-24 Me Et H H Ph(2,6-F₂) 6-25 Me Me COMe H Ph(2,6-F₂) 6-26 Me Me CH₂OMe H Ph(2,6-F₂) 6-27 Me Me H H 1-naphthyl 6-28 Me Me H H 2-naphthyl 6-29 Me Me H H 2-thienyl 6-30 Me Me H H 3-thienyl 6-31 Me Me H H 2-pyrazinyl 6-32 Me Me H H 2-pyridyl 6-33 Me Me H H 3-pyridyl 6-34 Me Me H H 4-trifluoro- methyl-3-pyridyl 6-35 Me Me H H 4-pyridyl 6-36 Me Me H H 2-furyl 6-37 Me Me H H 3-furyl 6-38 Me Me H 4-Cl Ph(2-F) 6-39 Me Me H 4-Cl Ph(2,6-F₂) 6-40 Me Me H 4-Cl Ph(2-Cl) 6-41 Me Me H 4-Cl Ph(2-Me) 6-42 Me Me H 4-Cl Ph(2-CF₃) 6-43 Me Me H 4-Cl Ph(2-F-6-Cl) 6-44 Me Me H 5-Cl Ph(2-F) 6-45 Me Me H 5-Cl Ph(2,6-F₂) 6-46 Me Me H 5-Cl Ph(2-Cl) 6-47 Me Me H 5-Cl Ph(2-Me) 6-48 Me Me H 5-Cl Ph(2-CF₃) 6-49 Me Me H 5-Cl Ph(2-F-6-Cl) 6-50 Me Me H 5-Br Ph(2-F) 6-51 Me Me H 5-Br Ph(2,6-F₂) 6-52 Me Me H 5-Br Ph(2-Cl) 6-53 Me Me H 5-Br Ph(2-Me) 6-54 Me Me H 5-Br Ph(2-CF₃) 6-55 Me Me H 5-Br Ph(2-F-6-Cl) 6-56 Me Me H 2-Me Ph(2-F) 6-57 Me Me H 2-Me Ph(2,6-F₂) 6-58 Me Me H 2-Me Ph(2-Cl) 6-59 Me Me H 2-Me Ph(2-Me) 6-60 Me Me H 2-Me Ph(2-CF₃) 6-61 Me Me H 2-Me Ph(2-F-6-Cl) 6-62 Me Me H 4-Me Ph(2-F) 6-63 Me Me H 4-Me Ph(2,6-F₂) 6-64 Me Me H 4-Me Ph(2-Cl) 6-65 Me Me H 4-Me Ph(2-Me) 6-66 Me Me H 4-Me Ph(2-CF₃) 6-67 Me Me H 4-Me Ph(2-F-6-Cl) 6-68 Me Me H 5-CF₃ Ph(2-F) 6-69 Me Me H 5-CF₃ Ph(2,6-F₂) 6-70 Me Me H 5-CF₃ Ph(2-Cl) 6-71 Me Me H 5-CF₃ Ph(2-Me) 6-72 Me Me H 5-CF₃ Ph(2-CF₃) 6-73 Me Me H 5-CF₃ Ph(2-F-6-Cl) 6-74 Me Me H 5-OCF₃ Ph(2-F) 6-75 Me Me H 5-OCF₃ Ph(2,6-F₂) 6-76 Me Me H 5-OCF₃ Ph(2-Cl) 6-77 Me Me H 5-OCF₃ Ph(2-Me) 6-78 Me Me H 5-OCF₃ Ph(2-CF₃) 6-79 Me Me H 5-OCF₃ Ph(2-F-6-Cl) 6-80 Me Me H 5-OCHF₂ Ph(2-F) 6-81 Me Me H 5-OCHF₂ Ph(2,6-F₂) 6-82 Me Me H 5-OCHF₂ Ph(2-Cl) 6-83 Me Me H 5-OCHF₂ Ph(2-Me) 6-84 Me Me H 5-OCHF₂ Ph(2-CF₃) 6-85 Me Me H 5-OCHF₂ Ph(2-F-6-Cl) 6-86 Me Me H 5-OCH₂CF₃ Ph(2-F) 6-87 Me Me H 5-OCH₂CF₃ Ph(2,6-F₂) 6-88 Me Me H 5-OCH₂CF₃ Ph(2-Cl) 6-89 Me Me H 5-OCH₂CF₃ Ph(2-Me) 6-90 Me Me H 5-OCH₂CF₃ Ph(2-CF₃) 6-91 Me Me H 5-OCH₂CF₃ Ph(2-F-6-Cl) 6-92 Me Me H 2,5-Cl₂ Ph(2-F) 6-93 Me Me H 2,5-Cl₂ Ph(2,6-F₂) 6-94 Me Me H 2,5-Cl₂ Ph(2-Cl) 6-95 Me Me H 2,5-Cl₂ Ph(2-Me) 6-96 Me Me H 2,5-Cl₂ Ph(2-CF₃) 6-97 Me Me H 2,5-Cl₂ Ph(2-F-6-Cl) 6-98 Me Me H 4,5-Cl₂ Ph(2-F) 6-99 Me Me H 4,5-Cl₂ Ph(2,6-F₂) 6-100 Me Me H 4,5-Cl₂ Ph(2-Cl) 6-101 Me Me H 4,5-Cl₂ Ph(2-Me) 6-102 Me Me H 4,5-Cl₂ Ph(2-CF₃) 6-103 Me Me H 4,5-Cl₂ Ph(2-F-6-Cl) 6-104 Me Me H 2-Cl-5-Br Ph(2-F) 6-105 Me Me H 2-Cl-5-Br Ph(2,6-F₂) 6-106 Me Me H 2-Cl-5-Br Ph(2-Cl) 6-107 Me Me H 2-Cl-5-Br Ph(2-Me) 6-108 Me Me H 2-Cl-5-Br Ph(2-CF₃) 6-109 Me Me H 2-Cl-5-Br Ph(2-F-6-Cl) 6-110 Me Me H 4-Cl-5-Br Ph(2-F) 6-111 Me Me H 4-Cl-5-Br Ph(2,6-F₂) 6-112 Me Me H 4-Cl-5-Br Ph(2-Cl) 6-113 Me Me H 4-Cl-5-Br Ph(2-Me) 6-114 Me Me H 4-Cl-5-Br Ph(2-CF₃) 6-115 Me Me H 4-Cl-5-Br Ph(2-F-6-Cl) 6-116 Me Me H 2-Cl-5-CF₃ Ph(2-F) 6-117 Me Me H 2-Cl-5-CF₃ Ph(2,6-F₂) 6-118 Me Me H 2-Cl-5-CF₃ Ph(2-Cl) 6-119 Me Me H 2-Cl-5-CF₃ Ph(2-Me) 6-120 Me Me H 2-Cl-5-CF₃ Ph(2-CF₃) 6-121 Me Me H 2-Cl-5-CF₃ Ph(2-F-6-Cl) 6-122 Me Me H 4-Cl-5-CF₃ Ph(2-F) 6-123 Me Me H 4-Cl-5-CF₃ Ph(2,6-F₂) 6-124 Me Me H 4-Cl-5-CF₃ Ph(2-Cl) 6-125 Me Me H 4-Cl-5-CF₃ Ph(2-Me) 6-126 Me Me H 4-Cl-5-CF₃ Ph(2-CF₃) 6-127 Me Me H 4-Cl-5-CF₃ Ph(2-F-6-Cl) 6-128 Me Me H 2-Cl-5-OCF₃ Ph(2-F) 6-129 Me Me H 2-Cl-5-OCF₃ Ph(2,6-F₂) 6-130 Me Me H 2-Cl-5-OCF₃ Ph(2-Cl) 6-131 Me Me H 2-Cl-5-OCF₃ Ph(2-Me) 6-132 Me Me H 2-Cl-5-OCF₃ Ph(2-CF₃) 6-133 Me Me H 2-Cl-5-OCF₃ Ph(2-F-6-Cl) 6-134 Me Me H 4-Cl-5-OCF₃ Ph(2-F) 6-135 Me Me H 4-Cl-5-OCF₃ Ph(2,6-F₂) 6-136 Me Me H 4-Cl-5-OCF₃ Ph(2-Cl) 6-137 Me Me H 4-Cl-5-OCF₃ Ph(2-Me) 6-138 Me Me H 4-Cl-5-OCF₃ Ph(2-CF₃) 6-139 Me Me H 4-Cl-5-OCF₃ Ph(2-F-6-Cl) 6-140 Me Me H 2-Cl-5-OCHF₂ Ph(2-F) 6-141 Me Me H 2-Cl-5-OCHF₂ Ph(2,6-F₂) 6-142 Me Me H 2-Cl-5-OCHF₂ Ph(2-Cl) 6-143 Me Me H 2-Cl-5-OCHF₂ Ph(2-Me) 6-144 Me Me H 2-Cl-5-OCHF₂ Ph(2-CF₃) 6-145 Me Me H 2-Cl-5-OCHF₂ Ph(2-F-6-Cl) 6-146 Me Me H 4-Cl-5-OCHF₂ Ph(2-F) 6-147 Me Me H 4-Cl-5-OCHF₂ Ph(2,6-F₂) 6-148 Me Me H 4-Cl-5-OCHF₂ Ph(2-Cl) 6-149 Me Me H 4-Cl-5-OCHF₂ Ph(2-Me) 6-150 Me Me H 4-Cl-5-OCHF₂ Ph(2-CF₃) 6-151 Me Me H 4-Cl-5-OCHF₂ Ph(2-F-6-Cl) 6-152 Me Me H 2-Cl-5-OCH₂CF₃ Ph(2-F) 6-153 Me Me H 2-Cl-5-OCH₂CF₃ Ph(2,6-F₂) 6-154 Me Me H 2-Cl-5-OCH₂CF₃ Ph(2-Cl) 6-155 Me Me H 2-Cl-5-OCH₂CF₃ Ph(2-Me) 6-156 Me Me H 2-Cl-5-OCH₂CF₃ Ph(2-CF₃) 6-157 Me Me H 2-Cl-5-OCH₂CF₃ Ph(2-F-6-Cl) 6-158 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-F) 6-159 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2,6-F₂) 6-160 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-Cl) 6-161 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-Me) 6-162 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-CF₃) 6-163 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-F-6-Cl) 6-164 Me Me H 2-Me-5-Cl Ph(2-F) 6-165 Me Me H 2-Me-5-Cl Ph(2,6-F₂) 6-166 Me Me H 2-Me-5-Cl Ph(2-Cl) 6-167 Me Me H 2-Me-5-Cl Ph(2-Me) 6-168 Me Me H 2-Me-5-Cl Ph(2-CF₃) 6-169 Me Me H 2-Me-5-Cl Ph(2-F-6-Cl) 6-170 Me Me H 4-Me-5-Cl Ph(2-F) 6-171 Me Me H 4-Me-5-Cl Ph(2,6-F₂) 6-172 Me Me H 4-Me-5-Cl Ph(2-Cl) 6-173 Me Me H 4-Me-5-Cl Ph(2-Me) 6-174 Me Me H 4-Me-5-Cl Ph(2-CF₃) 6-175 Me Me H 4-Me-5-Cl Ph(2-F-6-Cl) 6-176 Me Me H 2-Me-5-Br Ph(2-F) 6-177 Me Me H 2-Me-5-Br Ph(2,6-F₂) 6-178 Me Me H 2-Me-5-Br Ph(2-Cl) 6-179 Me Me H 2-Me-5-Br Ph(2-Me) 6-180 Me Me H 2-Me-5-Br Ph(2-CF₃) 6-181 Me Me H 2-Me-5-Br Ph(2-F-6-Cl) 6-182 Me Me H 4-Me-5-Br Ph(2-F) 6-183 Me Me H 4-Me-5-Br Ph(2,6-F₂) 6-184 Me Me H 4-Me-5-Br Ph(2-Cl) 6-185 Me Me H 4-Me-5-Br Ph(2-Me) 6-186 Me Me H 4-Me-5-Br Ph(2-CF₃) 6-187 Me Me H 4-Me-5-Br Ph(2-F-6-Cl) 6-188 Me Me H 2-Me-5-CF₃ Ph(2-F) 6-189 Me Me H 2-Me-5-CF₃ Ph(2,6-F₂) 6-190 Me Me H 2-Me-5-CF₃ Ph(2-Cl) 6-191 Me Me H 2-Me-5-CF₃ Ph(2-Me) 6-192 Me Me H 2-Me-5-CF₃ Ph(2-CF₃) 6-193 Me Me H 2-Me-5-CF₃ Ph(2-F-6-Cl) 6-194 Me Me H 4-Me-5-CF₃ Ph(2-F) 6-195 Me Me H 4-Me-5-CF₃ Ph(2,6-F₂) 6-196 Me Me H 4-Me-5-CF₃ Ph(2-Cl) 6-197 Me Me H 4-Me-5-CF₃ Ph(2-Me) 6-198 Me Me H 4-Me-5-CF₃ Ph(2-CF₃) 6-199 Me Me H 4-Me-5-CF₃ Ph(2-F-6-Cl) 6-200 Me Me H 2-Me-5-OCF₃ Ph(2-F) 6-201 Me Me H 2-Me-5-OCF₃ Ph(2,6-F₂) 6-202 Me Me H 2-Me-5-OCF₃ Ph(2-Cl) 6-203 Me Me H 2-Me-5-OCF₃ Ph(2-Me) 6-204 Me Me H 2-Me-5-OCF₃ Ph(2-CF₃) 6-205 Me Me H 2-Me-5-OCF₃ Ph(2-F-6-Cl) 6-206 Me Me H 4-Me-5-OCF₃ Ph(2-F) 6-207 Me Me H 4-Me-5-OCF₃ Ph(2,6-F₂) 6-208 Me Me H 4-Me-5-OCF₃ Ph(2-Cl) 6-209 Me Me H 4-Me-5-OCF₃ Ph(2-Me) 6-210 Me Me H 4-Me-5-OCF₃ Ph(2-CF₃) 6-211 Me Me H 4-Me-5-OCF₃ Ph(2-F-6-Cl) 6-212 Me Me H 2-Me-5-OCHF₂ Ph(2-F) 6-213 Me Me H 2-Me-5-OCHF₂ Ph(2,6-F₂) 6-214 Me Me H 2-Me-5-OCHF₂ Ph(2-Cl) 6-215 Me Me H 2-Me-5-OCHF₂ Ph(2-Me) 6-216 Me Me H 2-Me-5-OCHF₂ Ph(2-CF₃) 6-217 Me Me H 2-Me-5-OCHF₂ Ph(2-F-6-Cl) 6-218 Me Me H 4-Me-5-OCHF₂ Ph(2-F) 6-219 Me Me H 4-Me-5-OCHF₂ Ph(2,6-F₂) 6-220 Me Me H 4-Me-5-OCHF₂ Ph(2-Cl) 6-221 Me Me H 4-Me-5-OCHF₂ Ph(2-Me) 6-222 Me Me H 4-Me-5-OCHF₂ Ph(2-CF₃) 6-223 Me Me H 4-Me-5-OCHF₂ Ph(2-F-6-Cl) 6-224 Me Me H 2-Me-5-OCH₂CF₃ Ph(2-F) 6-225 Me Me H 2-Me-5-OCH₂CF₃ Ph(2,6-F₂) 6-226 Me Me H 2-Me-5-OCH₂CF₃ Ph(2-Cl) 6-227 Me Me H 2-Me-5-OCH₂CF₃ Ph(2-Me) 6-228 Me Me H 2-Me-5-OCH₂CF₃ Ph(2-CF₃) 6-229 Me Me H 2-Me-5-OCH₂CF₃ Ph(2-F-6-Cl) 6-230 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-F) 6-231 Me Me H 4-Me-5-OCH₂CF₃ Ph(2,6-F₂) 6-232 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-Cl) 6-233 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-Me) 6-234 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-CF₃) 6-235 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-F-6-Cl)

[0246] TABLE 7

Physical properties Compound No. R₁ R₂ R₃ X₁ X₂ X₃ B (mp ° C.) 7-1 Me Me H Me Me Me Ph(2-Cl) 7-2 Me Me H Me Me Me Ph(4-Cl) 7-3 Me Me H Me Me Me Ph(2-CF₃) 7-4 Me Me H Me Me Me Ph(4-CF₃) 7-5 Me Me H Me Me Me Ph(2-F) 7-6 Me Me H Me Me Me Ph(2,6-F₂) 7-7 Me Me H Me Me Me Ph(2,6-(OMe)₂) 7-8 Me Me H Cl Cl Me Ph(2-Cl) 7-9 Me Me H Cl Cl Me Ph(4-Cl) 7-10 Me Me H Cl Cl Me Ph(2-CF₃) 7-11 Me Me H Cl Cl Me Ph(4-CF₃) 7-12 Me Me H Cl Cl Me Ph(2-F) 7-13 Me Me H Cl Cl Me Ph(2,6-F₂) 7-14 Me Me H Cl Me Me Ph(2-Cl) 7-15 Me Me H Cl Me Me Ph(4-Cl) 7-16 Me Me H Cl Me Me Ph(2-CF₃) 7-17 Me Me H Cl Me Me Ph(4-CF₃) 7-18 Me Me H Cl Me Me Ph(2-F) 7-19 Me Me H Cl Me Me Ph(2,6-F₂) 7-20 Me Me H Cl CF₃ Me Ph(2-Cl) 7-21 Me Me H Cl CF₃ Me Ph(4-Cl) 7-22 Me Me H Cl CF₃ Me Ph(2-CF₃) 7-23 Me Me H Cl CF₃ Me Ph(4-CF₃) 7-24 Me Me H Cl CF₃ Me Ph(2-F) 7-25 Me Me H Cl CF₃ Me Ph(2,6-F₂) 7-26 Me Me H Me H Me Ph(2-F) 7-27 Me Me H Me H Me Ph(2,6-F₂) 7-28 Me Me H Me H Me Ph(2-Cl) 7-29 Me Me H Me H Me Ph(2-Me) 7-30 Me Me H Me H Me Ph(2-CF₃) 7-31 Me Me H Me H Me Ph(2-F-6-Cl) 7-32 Me Me H H Me Me Ph(2-F) 7-33 Me Me H H Me Me Ph(2,6-F₂) 7-34 Me Me H H Me Me Ph(2-Cl) 7-35 Me Me H H Me Me Ph(2-Me) 7-36 Me Me H H Me Me Ph(2-CF₃) 7-37 Me Me H H Me Me Ph(2-F-6-Cl) 7-38 Me Me H H H H Ph(2-F) 7-39 Me Me H H H H Ph(2,6-F₂) 7-40 Me Me H H H H Ph(2-Cl) 7-41 Me Me H H H H Ph(2-Me) 7-42 Me Me H H H H Ph(2-CF₃) 7-43 Me Me H H H H Ph(2-F-6-Cl) 7-44 Me Me H Me H H Ph(2-F) 7-45 Me Me H Me H H Ph(2,6-F₂) 7-46 Me Me H Me H H Ph(2-Cl) 7-47 Me Me H Me H H Ph(2-Me) 7-48 Me Me H Me H H Ph(2-CF₃) 7-49 Me Me H Me H H Ph(2-F-6-Cl) 7-50 Me Me H Cl H H Ph(2-F) 7-51 Me Me H Cl H H Ph(2,6-F₂) 7-52 Me Me H Cl H H Ph(2-Cl) 7-53 Me Me H Cl H H Ph(2-Me) 7-54 Me Me H Cl H H Ph(2-CF₃) 7-55 Me Me H Cl H H Ph(2-F-6-Cl) 7-56 Me Me H H Me H Ph(2-F) 7-57 Me Me H H Me H Ph(2,6-F₂) 7-58 Me Me H H Me H Ph(2-Cl) 7-59 Me Me H H Me H Ph(2-Me) 7-60 Me Me H H Me H Ph(2-CF₃) 7-61 Me Me H H Me H Ph(2-F-6-Cl) 7-62 Me Me H H Cl H Ph(2-F) 7-63 Me Me H H Cl H Ph(2,6-F₂) 7-64 Me Me H H Cl H Ph(2-Cl) 7-65 Me Me H H Cl H Ph(2-Me) 7-66 Me Me H H Cl H Ph(2-CF₃) 7-67 Me Me H H Cl H Ph(2-F-6-Cl) 7-68 Me Me H H H Et Ph(2-F) 7-69 Me Me H H H Et Ph(2,6-F₂) 7-70 Me Me H H H Et Ph(2-Cl) 7-71 Me Me H H H Et Ph(2-Me) 7-72 Me Me H H H Et Ph(2-CF₃) 7-73 Me Me H H H Et Ph(2-F-6-Cl) 7-74 Me Me H Me H Et Ph(2-F) 7-75 Me Me H Me H Et Ph(2,6-F₂) 7-76 Me Me H Me H Et Ph(2-Cl) 7-77 Me Me H Me H Et Ph(2-Me) 7-78 Me Me H Me H Et Ph(2-CF₃) 7-79 Me Me H Me H Et Ph(2-F-6-Cl) 7-80 Me Me H Cl H Et Ph(2-F) 7-81 Me Me H Cl H Et Ph(2,6-F₂) 7-82 Me Me H Cl H Et Ph(2-Cl) 7-83 Me Me H Cl H Et Ph(2-Me) 7-84 Me Me H Cl H Et Ph(2-CF₃) 7-85 Me Me H Cl H Et Ph(2-F-6-Cl) 7-86 Me Me H H Me Et Ph(2-F) 7-87 Me Me H H Me Et Ph(2,6-F₂) 7-88 Me Me H H Me Et Ph(2-Cl) 7-89 Me Me H H Me Et Ph(2-Me) 7-90 Me Me H H Me Et Ph(2-CF₃) 7-91 Me Me H H Me Et Ph(2-F-6-Cl) 7-92 Me Me H H Cl Et Ph(2-F) 7-93 Me Me H H Cl Et Ph(2,6-F₂) 7-94 Me Me H H Cl Et Ph(2-Cl) 7-95 Me Me H H Cl Et Ph(2-Me) 7-96 Me Me H H Cl Et Ph(2-CF₃) 7-97 Me Me H H Cl Et Ph(2-F-6-Cl) 7-98 Me Me H H H Ph Ph(2-F) 7-99 Me Me H H H Ph Ph(2,6-F₂) 7-100 Me Me H H H Ph Ph(2-Cl) 7-101 Me Me H H H Ph Ph(2-Me) 7-102 Me Me H H H Ph Ph(2-CF₃) 7-103 Me Me H H H Ph Ph(2-F-6-Cl) 7-104 Me Me H Me H Ph Ph(2-F) 7-105 Me Me H Me H Ph Ph(2,6-F₂) 7-106 Me Me H Me H Ph Ph(2-Cl) 7-107 Me Me H Me H Ph Ph(2-Me) 7-108 Me Me H Me H Ph Ph(2-CF₃) 7-109 Me Me H Me H Ph Ph(2-F-6-Cl) 7-110 Me Me H Cl H Ph Ph(2-F) 7-111 Me Me H Cl H Ph Ph(2,6-F₂) 7-112 Me Me H Cl H Ph Ph(2-Cl) 7-113 Me Me H Cl H Ph Ph(2-Me) 7-114 Me Me H Cl H Ph Ph(2-CF₃) 7-115 Me Me H Cl H Ph Ph(2-F-6-Cl) 7-116 Me Me H H Me Ph Ph(2-F) 7-117 Me Me H H Me Ph Ph(2,6-F₂) 7-118 Me Me H H Me Ph Ph(2-Cl) 7-119 Me Me H H Me Ph Ph(2-Me) 7-120 Me Me H H Me Ph Ph(2-CF₃) 7-121 Me Me H H Me Ph Ph(2-F-6-Cl) 7-122 Me Me H H Cl Ph Ph(2-F) 7-123 Me Me H H Cl Ph Ph(2-6-F₂) 7-124 Me Me H H Cl Ph Ph(2-Cl) 7-125 Me Me H H Cl Ph Ph(2-Me) 7-126 Me Me H H Cl Ph Ph(2-CF₃) 7-127 Me Me H H Cl Ph Ph(2-F-6-Cl) 7-128 Me Me H H H Ph(4-Cl) Ph(2-F) 7-129 Me Me H H H Ph(4-Cl) Ph(2,6-F₂) 7-130 Me Me H H H Ph(4-Cl) Ph(2-Cl) 7-131 Me Me H H H Ph(4-C1) Ph(2-Me) 7-132 Me Me H H H Ph(4-Cl) Ph(2-CF₃) 7-133 Me Me H H H Ph(4-Cl) Ph(2-F-6-Cl) 7-134 Me Me H Me H Ph(4-Cl) Ph(2-F) 7-135 Me Me H Me H Ph(4-Cl) Ph(2,6-F₂) 7-136 Me Me H Me H Ph(4-Cl) Ph(2-Cl) 7-137 Me Me H Me H Ph(4-Cl) Ph(2-Me) 7-138 Me Me H Me H Ph(4-Cl) Ph(2-CF₃) 7-139 Me Me H Me H Ph(4-Cl) Ph(2-F-6-Cl) 7-140 Me Me H Cl H Ph(4-Cl) Ph(2-F) 7-141 Me Me H Cl H Ph(4-Cl) Ph(2,6-F₂) 7-142 Me Me H Cl H Ph(4-Cl) Ph(2-Cl) 7-143 Me Me H Cl H Ph(4-Cl) Ph(2-Me) 7-144 Me Me H Cl H Ph(4-Cl) Ph(2-CF₃) 7-145 Me Me H Cl H Ph(4-Cl) Ph(2-F-6-Cl) 7-146 Me Me H H Me Ph(4-Cl) Ph(2-F) 7-147 Me Me H H Me Ph(4-Cl) Ph(2,6-F₂) 7-148 Me Me H H Me Ph(4-Cl) Ph(2-Cl) 7-149 Me Me H H Me Ph(4-Cl) Ph(2-Me) 7-150 Me Me H H Me Ph(4-Cl) Ph(2-CF₃) 7-151 Me Me H H Me Ph(4-Cl) Ph(2-F-6-Cl) 7-152 Me Me H H Cl Ph(4-Cl) Ph(2-F) 7-153 Me Me H H Cl Ph(4-Cl) Ph(2,6-F₂) 7-154 Me Me H H Cl Ph(4-Cl) Ph(2-Cl) 7-155 Me Me H H Cl Ph(4-Cl) Ph(2-Me) 7-156 Me Me H H Cl Ph(4-Cl) Ph(2-CF₃) 7-157 Me Me H H Cl Ph(4-Cl) Ph(2-F-6-Cl) 7-158 Me Me H H H Ph(4-CF₃) Ph(2-F) 7-159 Me Me H H H Ph(4-CF₃) Ph(2,6-F₂) 7-160 Me Me H H H Ph(4-CF₃) Ph(2-Cl) 7-161 Me Me H H H Ph(4-CF₃) Ph(2-Me) 7-162 Me Me H H H Ph(4-CF₃) Ph(2-CF₃) 7-163 Me Me H H H Ph(4-CF₃) Ph(2-F-6-Cl) 7-164 Me Me H Me H Ph(4-CF₃) Ph(2-F) 7-165 Me Me H Me H Ph(4-CF₃) Ph(2,6-F₂) 7-166 Me Me H Me H Ph(4-CF₃) Ph(2-Cl) 7-167 Me Me H Me H Ph(4-CF₃) Ph(2-Me) 7-168 Me Me H Me H Ph(4-CF₃) Ph(2-CF₃) 7-169 Me Me H Me H Ph(4-CF₃) Ph(2-F-6-Cl) 7-170 Me Me H Cl H Ph(4-CF₃) Ph(2-F) 7-171 Me Me H Cl H Ph(4-CF₃) Ph(2,6-F₂) 7-172 Me Me H Cl H Ph(4-CF₃) Ph(2-Cl) 7-173 Me Me H Cl H Ph(4-CF₃) Ph(2-Me) 7-174 Me Me H Cl H Ph(4-CF₃) Ph(2-CF₃) 7-175 Me Me H Cl H Ph(4-CF₃) Ph(2-F-6-Cl) 7-176 Me Me H H Me Ph(4-CF₃) Ph(2-F) 7-177 Me Me H H Me Ph(4-CF₃) Ph(2,6-F₂) 7-178 Me Me H H Me Ph(4-CF₃) Ph(2-Cl) 7-179 Me Me H H Me Ph(4-CF₃) Ph(2-Me) 7-180 Me Me H H Me Ph(4-CF₃) Ph(2-CF₃) 7-181 Me Me H H Me Ph(4-CF₃) Ph(2-F-6-Cl) 7-182 Me Me H H Cl Ph(4-CF₃) Ph(2-F) 7-183 Me Me H H Cl Ph(4-CF₃) Ph(2,6-F₂) 7-184 Me Me H H Cl Ph(4-CF₃) Ph(2-Cl) 7-185 Me Me H H Cl Ph(4-CF₃) Ph(2-Me) 7-186 Me Me H H Cl Ph(4-CF₃) Ph(2-CF₃) 7-187 Me Me H H Cl Ph(4-CF₃) Ph(2-F-6-Cl)

[0247] TABLE 8

Physical properties Compound No. R₁ R₂ R₃ X B (mp ° C.) 8-1 Me Me H H Ph 8-2 Me Me H H Ph(2-F) 44-45 8-3 Me Me H H Ph(2-Cl) 8-4 Me Me H H Ph(2-OMe) 8-5 Me Me H H Ph(2,6-F₂) 112-114 8-6 Me Me H H Ph(2,6-Cl₂) 8-7 Me Me H H Ph(2,6-OMe₂) 8-8 Me Me H 6-Cl Ph 8-9 Me Me H 6-Cl Ph(2-F) 8-10 Me Me H 6-Cl Ph(2-Cl) 8-11 Me Me H 6-Cl Ph(2,6-F₂) 8-12 Me Me H 6-Cl Ph(2,6-Cl₂) 8-13 Me Me H 6-Br Ph 8-14 Me Me H 6-Br Ph(2-F) 8-15 Me Me H 6-Br Ph(2-Cl) 8-16 Me Me H 6-Br Ph(2,6-F₂) 8-17 Me Me H 6-Br Ph(2,6-Cl₂) 8-18 Me Me H 6-CF₃ Ph(2,6-F₂) 8-19 Me Me H 6-CN Ph(2,6-F₂) 8-20 Me CN H H Ph(2,6-F₂) 8-21 Me CO₂Et H H Ph(2,6-F₂) 8-22 Me CN H 6-Cl Ph(2,6-F₂) 8-23 Me CO₂Et H 6-Cl Ph(2,6-F₂) 8-24 Me Et H H Ph(2,6-F₂) 8-25 Me Me COMe H Ph(2,6-F₂) 8-26 Me Me CH₂OMe H Ph(2,6-F₂) 8-27 Me Me H H 1-naphthyl 8-28 Me Me H H 2-naphthyl 8-29 Me Me H H 2-thienyl 8-30 Me Me H H 3-thienyl 8-31 Me Me H H 2-pyrazinyl 8-32 Me Me H H 2-pyridyl 8-33 Me Me H H 3-pyridyl 8-34 Me Me H H 4-trifluoromethyl-3-pyridyl 8-35 Me Me H H 4-pyridyl 8-36 Me Me H H 2-furyl 8-37 Me Me H H 3-furyl 8-38 Me Me H 5-Cl Ph(2-F) 8-39 Me Me H 5-Cl Ph(2,6-F₂) 8-40 Me Me H 5-Br Ph(2-F) 8-41 Me Me H 5-Br Ph(2,6-F₂) 8-42 Me Me H 5-CF₃ Ph(2-F) 8-43 Me Me H 5-CF₃ Ph(2,6-F₂) 116-119 8-44 Me Me H 5-OSO₂CF₃ Ph(2-F) 8-45 Me Me H 5-OSO₂CF₃ Ph(2,6-F₂) 8-46 Me Me H 5-OCH₂CF₃ Ph(2-F) 8-47 Me Me H 5-OCH₂CF₃ Ph(2,6-F₂) 8-48 Me Me H 3-Cl Ph(2-F) 8-49 Me Me H 3-Cl Ph(2,6-F₂) 8-50 Me Me H 3-Cl Ph(2-Cl) 8-51 Me Me H 3-Cl Ph(2-Me) 8-52 Me Me H 3-Cl Ph(2-CF₃) 8-53 Me Me H 3-Cl Ph(2-F-6-Cl) 8-54 Me Me H 3-Me Ph(2-F) 8-55 Me Me H 3-Me Ph(2,6-F₂) 8-56 Me Me H 3-Me Ph(2-Cl) 8-57 Me Me H 3-Me Ph(2-Me) 8-58 Me Me H 3-Me Ph(2-CF₃) 8-59 Me Me H 3-Me Ph(2-F-6-Cl) 8-60 Me Me H 5-Me Ph(2-F) 8-61 Me Me H 5-Me Ph(2,6-F₂) 8-62 Me Me H 5-Me Ph(2-Cl) 8-63 Me Me H 5-Me Ph(2-Me) 8-64 Me Me H 5-Me Ph(2-CF₃) 8-65 Me Me H 5-Me Ph(2-F-6-Cl) 8-66 Me Me H 6-Me Ph(2-F) 8-67 Me Me H 6-Me Ph(2,6-F₂) 8-68 Me Me H 6-Me Ph(2-Cl) 8-69 Me Me H 6-Me Ph(2-Me) 8-70 Me Me H 6-Me Ph(2-CF₃) 8-71 Me Me H 6-Me Ph(2-F-6-Cl) 8-72 Me Me H 5-OCF₃ Ph(2-F) 8-73 Me Me H 5-OCF₃ Ph(2,6-F₂) 8-74 Me Me H 5-OCF₃ Ph(2-Cl) 8-75 Me Me H 5-OCF₃ Ph(2-Me) 8-76 Me Me H 5-OCF₃ Ph(2-CF₃) 8-77 Me Me H 5-OCF₃ Ph(2-F-6-Cl) 8-78 Me Me H 6-OCF₃ Ph(2-F) 8-79 Me Me H 6-OCF₃ Ph(2,6-F₂) 8-80 Me Me H 6-OCF₃ Ph(2-Cl) 8-81 Me Me H 6-OCF₃ Ph(2-Me) 8-82 Me Me H 6-OCF₃ Ph(2-CF₃) 8-83 Me Me H 6-OCF₃ Ph(2-F-6-Cl) 8-84 Me Me H 5-OCHF₂ Ph(2-F) 8-85 Me Me H 5-OCHF₂ Ph(2,6-F₂) 8-86 Me Me H 5-OCHF₂ Ph(2-Cl) 8-87 Me Me H 5-OCHF₂ Ph(2-Me) 8-88 Me Me H 5-OCHF₂ Ph(2-CF₃) 8-89 Me Me H 5-OCHF₂ Ph(2-F-6-Cl) 8-90 Me Me H 6-OCHF₂ Ph(2-F) 8-91 Me Me H 6-OCHF₂ Ph(2,6-F₂) 8-92 Me Me H 6-OCHF₂ Ph(2-Cl) 8-93 Me Me H 6-OCHF₂ Ph(2-Me) 8-94 Me Me H 6-OCHF₂ Ph(2-CF₃) 8-95 Me Me H 6-OCHF₂ Ph(2-F-6-Cl) 8-96 Me Me H 3,5-Cl₂ Ph(2-F) 8-97 Me Me H 3,5-Cl₂ Ph(2,6-F₂) 8-98 Me Me H 3,5-Cl₂ Ph(2-Cl) 8-99 Me Me H 3,5-Cl₂ Ph(2-Me) 8-100 Me Me H 3,5-Cl₂ Ph(2-CF₃) 8-101 Me Me H 3,5-Cl₂ Ph(2-F-6-Cl) 8-102 Me Me H 4,5-Cl₂ Ph(2-F) 8-103 Me Me H 4,5-Cl₂ Ph(2,6-F₂) 8-104 Me Me H 4,5-Cl₂ Ph(2-Cl) 8-105 Me Me H 4,5-Cl₂ Ph(2-Me) 8-106 Me Me H 4,5-Cl₂ Ph(2-CF₃) 8-107 Me Me H 4,5-Cl₂ Ph(2-F-6-Cl) 8-108 Me Me H 3-Cl-5-Br Ph(2-F) 8-109 Me Me H 3-Cl-5-Br Ph(2,6-F₂) 8-110 Me Me H 3-Cl-5-Br Ph(2-Cl) 8-111 Me Me H 3-Cl-5-Br Ph(2-Me) 8-112 Me Me H 3-Cl-5-Br Ph(2-CF₃) 8-113 Me Me H 3-Cl-5-Br Ph(2-F-6-Cl) 8-114 Me Me H 4-Cl-5-Br Ph(2-F) 8-115 Me Me H 4-Cl-5-Br Ph(2,6-F₂) 8-116 Me Me H 4-Cl-5-Br Ph(2-Cl) 8-117 Me Me H 4-Cl-5-Br Ph(2-Me) 8-118 Me Me H 4-Cl-5-Br Ph(2-CF₃) 8-119 Me Me H 4-Cl-5-Br Ph(2-F-6-Cl) 8-120 Me Me H 3-Cl-5-CF₃ Ph(2-F) 8-121 Me Me H 3-Cl-5-CF₃ Ph(2,6-F₂) 159-162 8-122 Me Me H 3-Cl-5-CF₃ Ph(2-Cl) 8-123 Me Me H 3-Cl-5-CF₃ Ph(2-Me) 8-124 Me Me H 3-Cl-5-CF₃ Ph(2-CF₃) 8-125 Me Me H 3-Cl-5-CF₃ Ph(2-F-6-Cl) 8-126 Me Me H 4-Cl-5-CF₃ Ph(2-F) 8-127 Me Me H 4-Cl-5-CF₃ Ph(2,6-F₂) 8-128 Me Me H 4-Cl-5-CF₃ Ph(2-Cl) 8-129 Me Me H 4-Cl-5-CF₃ Ph(2-Me) 8-130 Me Me H 4-Cl-5-CF₃ Ph(2-CF₃) 8-131 Me Me H 4-Cl-5-CF₃ Ph(2-F-6-Cl) 8-132 Me Me H 3-Cl-5-OCF₃ Ph(2-F) 8-133 Me Me H 3-Cl-5-OCF₃ Ph(2,6-F₂) 8-134 Me Me H 3-Cl-5-OCF₃ Ph(2-Cl) 8-135 Me Me H 3-Cl-5-OCF₃ Ph(2-Me) 8-136 Me Me H 3-Cl-5-OCF₃ Ph(2-CF₃) 8-137 Me Me H 3-Cl-5-OCF₃ Ph(2-F-6-Cl) 8-138 Me Me H 4-Cl-5-OCF₃ Ph(2-F) 8-139 Me Me H 4-Cl-5-OCF₃ Ph(2,6-F₂) 8-140 Me Me H 4-Cl-5-OCF₃ Ph(2-Cl) 8-141 Me Me H 4-Cl-5-OCF₃ Ph(2-Me) 8-142 Me Me H 4-Cl-5-OCF₃ Ph(2-CF₃) 8-143 Me Me H 4-Cl-5-OCF₃ Ph(2-F-6-Cl) 8-144 Me Me H 3-Cl-5-OCHF₂ Ph(2-F) 8-145 Me Me H 3-Cl-5-OCHF₂ Ph(2,6-F₂) 8-146 Me Me H 3-Cl-5-OCHF₂ Ph(2-Cl) 8-147 Me Me H 3-Cl-5-OCHF₂ Ph(2-Me) 8-148 Me Me H 3-Cl-5-OCHF₂ Ph(2-CF₃) 8-149 Me Me H 3-Cl-5-OCHF₂ Ph(2-F-6-Cl) 8-150 Me Me H 4-Cl-5-OCHF₂ Ph(2-F) 8-151 Me Me H 4-Cl-5-OCHF₂ Ph(2,6-F₂) 8-152 Me Me H 4-Cl-5-OCHF₂ Ph(2-Cl) 8-153 Me Me H 4-Cl-5-OCHF₂ Ph(2-Me) 8-154 Me Me H 4-Cl-5-OCHF₂ Ph(2-CF₃) 8-155 Me Me H 4-Cl-5-OCHF₂ Ph(2-F-6-Cl) 8-156 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-F) 8-157 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2,6-F₂) 8-158 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-Cl) 8-159 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-Me) 8-160 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-CF₃) 8-161 Me Me H 3-Cl-5-OCH₂CF₃ Ph(2-F-6-Cl) 8-162 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-F) 8-163 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2,6-F₂) 8-164 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-Cl) 8-165 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-Me) 8-166 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-CF₃) 8-167 Me Me H 4-Cl-5-OCH₂CF₃ Ph(2-F-6-Cl) 8-168 Me Me H 3-Me-5-Cl Ph(2-F) 8-169 Me Me H 3-Me-5-Cl Ph(2,6-F₂) 8-170 Me Me H 3-Me-5-Cl Ph(2-Cl) 8-171 Me Me H 3-Me-5-Cl Ph(2-Me) 8-172 Me Me H 3-Me-5-Cl Ph(2-CF₃) 8-173 Me Me H 3-Me-5-Cl Ph(2-F-6-Cl) 8-174 Me Me H 4-Me-5-Cl Ph(2-F) 8-175 Me Me H 4-Me-5-Cl Ph(2,6-F₂) 8-176 Me Me H 4-Me-5-Cl Ph(2-Cl) 8-177 Me Me H 4-Me-5-Cl Ph(2-Me) 8-178 Me Me H 4-Me-5-Cl Ph(2-CF₃) 8-179 Me Me H 4-Me-5-Cl Ph(2-F-6-Cl) 8-180 Me Me H 3-Me-5-Br Ph(2-F) 8-181 Me Me H 3-Me-5-Br Ph(2,6-F₂) 8-182 Me Me H 3-Me-5-Br Ph(2-Cl) 8-183 Me Me H 3-Me-5-Br Ph(2-Me) 8-184 Me Me H 3-Me-5-Br Ph(2-CF₃) 8-185 Me Me H 3-Me-5-Br Ph(2-F-6-Cl) 8-186 Me Me H 4-Me-5-Br Ph(2-F) 8-187 Me Me H 4-Me-5-Br Ph(2,6-F₂) 8-188 Me Me H 4-Me-5-Br Ph(2-Cl) 8-189 Me Me H 4-Me-5-Br Ph(2-Me) 8-190 Me Me H 4-Me-5-Br Ph(2-CF₃) 8-191 Me Me H 4-Me-5-Br Ph(2-F-6-Cl) 8-192 Me Me H 3-Me-5-CF₃ Ph(2-F) 8-193 Me Me H 3-Me-5-CF₃ Ph(2,6-F₂) 8-194 Me Me H 3-Me-5-CF₃ Ph(2-Cl) 8-195 Me Me H 3-Me-5-CF₃ Ph(2-Me) 8-196 Me Me H 3-Me-5-CF₃ Ph(2-CF₃) 8-197 Me Me H 3-Me-5-CF₃ Ph(2-F-6-Cl) 8-198 Me Me H 4-Me-5-CF₃ Ph(2-F) 8-199 Me Me H 4-Me-5-CF₃ Ph(2,6-F₂) 8-200 Me Me H 4-Me-5-CF₃ Ph(2-Cl) 8-201 Me Me H 4-Me-5-CF₃ Ph(2-Me) 8-202 Me Me H 4-Me-5-CF₃ Ph(2-CF₃) 8-203 Me Me H 4-Me-5-CF₃ Ph(2-F-6-Cl) 8-204 Me Me H 3-Me-5-OCF₃ Ph(2-F) 8-205 Me Me H 3-Me-5-OCF₃ Ph(2,6-F₂) 8-206 Me Me H 3-Me-5-OCF₃ Ph(2-Cl) 8-207 Me Me H 3-Me-5-OCF₃ Ph(2-Me) 8-208 Me Me H 3-Me-5-OCF₃ Ph(2-CF₃) 8-209 Me Me H 3-Me-5-OCF₃ Ph(2-F-6-Cl) 8-210 Me Me H 4-Me-5-OCF₃ Ph(2-F) 8-211 Me Me H 4-Me-5-OCF₃ Ph(2,6-F₂) 8-212 Me Me H 4-Me-5-OCF₃ Ph(2-Cl) 8-213 Me Me H 4-Me-5-OCF₃ Ph(2-Me) 8-214 Me Me H 4-Me-5-OCF₃ Ph(2-CF₃) 8-215 Me Me H 4-Me-5-OCF₃ Ph(2-F-6-Cl) 8-216 Me Me H 3-Me-5-OCHF₂ Ph(2-F) 8-217 Me Me H 3-Me-5-OCHF₂ Ph(2,6-F₂) 8-218 Me Me H 3-Me-5-OCHF₂ Ph(2-Cl) 8-219 Me Me H 3-Me-5-OCHF₂ Ph(2-Me) 8-220 Me Me H 3-Me-5-OCHF₂ Ph(2-CF₃) 8-221 Me Me H 3-Me-5-OCHF₂ Ph(2-F-6-Cl) 8-222 Me Me H 4-Me-5-OCHF₂ Ph(2-F) 8-223 Me Me H 4-Me-5-OCHF₂ Ph(2,6-F₂) 8-224 Me Me H 4-Me-5-OCHF₂ Ph(2-Cl) 8-225 Me Me H 4-Me-5-OCHF₂ Ph(2-Me) 8-226 Me Me H 4-Me-5-OCHF₂ Ph(2-CF₃) 8-227 Me Me H 4-Me-5-OCHF₂ Ph(2-F-6-Cl) 8-228 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-F) 8-229 Me Me H 3-Me-5-OCH₂CF₃ Ph(2,6-F₂) 8-230 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-Cl) 8-231 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-Me) 8-232 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-CF₃) 8-233 Me Me H 3-Me-5-OCH₂CF₃ Ph(2-F-6-Cl) 8-234 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-F) 8-235 Me Me H 4-Me-5-OCH₂CF₃ Ph(2,6-F₂) 8-236 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-Cl) 8-237 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-Me) 8-238 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-CF₃) 8-239 Me Me H 4-Me-5-OCH₂CF₃ Ph(2-F-6-Cl)

[0248] TABLE 9

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 9-1 Me Me H H Ph 9-2 Me Me H H Ph(2-F) 9-3 Me Me H H Ph(2-Cl) 9-4 Me Me H H Ph(2-OMe) 9-5 Me Me H H Ph(2,6-F₂) 223-226 9-6 Me Me H H Ph(2,6-Cl₂) 9-7 Me Me H H Ph(2,6-OMe₂) 9-8 Me Me H 6-Cl Ph 9-9 Me Me H 6-Cl Ph(2-F) 9-10 Me Me H 6-Cl Ph(2-Cl) 9-11 Me Me H 6-Cl Ph(2,.6-F₂) 9-12 Me Me H 6-Cl Ph(2,6-Cl₂) 9-13 Me Me H 6-Br Ph 9-14 Me Me H 6-Br Ph(2-F) 9-15 Me Me H 6-Br Ph(2-Cl) 9-16 Me Me H 6-Br Ph(2,6-F₂) 9-17 Me Me H 6-Br Ph(2,6-Cl₂) 9-18 Me Me H 6-CF₃ Ph(2,6-F₂) 9-19 Me Me H 6-CN Ph(2,6-F₂) 9-20 Me CN H H Ph(2,6-F₂) 9-21 Me CO₂Et H H Ph(2,6-F₂) 9-22 Me CN H 6-Cl Ph(2,6-F₂) 9-23 Me CO₂Et H 6-Cl Ph(2,6-F₂) 9-24 Me Et H H Ph(2,6-F₂) 9-25 Me Me COMe H Ph(2,6-F₂) 9-26 Me Me CH₂OMe H Ph(2,6-F₂) 9-27 Me Me H H 1-naphthyl 9-28 Me Me H H 2-naphthyl 9-29 Me Me H H 2-thienyl 9-30 Me Me H H 3-thienyl 9-31 Me Me H H 2-pyrazinyl 9-32 Me Me H H 2-pyridyl 9-33 Me Me H H 3-pyridyl 9-34 Me Me H H 4- trifluoromethyl- 3-pyridyl 9-35 Me Me H H 4-pyridyl 9-36 Me Me H H 2-furyl 9-37 Me Me H H 3-furyl 9-38 Me Me H 6-OSO₂CF₃ Ph(2-F) 9-39 Me Me H 6-OSO₂CF₃ Ph(2,6-F₂) 9-40 Me Me H 6-OCH₂CF₃ Ph(2-F) 9-41 Me Me H 6-OCH₂CF₃ Ph(2,6-F₂) 9-42 Me Me H 2-Cl Ph(2-F) 9-43 Me Me H 2-Cl Ph(2,6-F₂) 9-44 Me Me H 2-Cl Ph(2-Cl) 9-45 Me Me H 2-Cl Ph(2-Me) 9-46 Me Me H 2-Cl Ph(2-CF₃) 9-47 Me Me H 2-Cl Ph(2-F-6-Cl) 9-48 Me Me H 4-Cl Ph(2-F) 9-49 Me Me H 4-Cl Ph(2,6-F₂) 9-50 Me Me H 4-Cl Ph(2-Cl) 9-51 Me Me H 4-Cl Ph(2-Me) 9-52 Me Me H 4-Cl Ph(2-CF₃) 9-53 Me Me H 4-Cl Ph(2-F-6-Cl) 9-54 Me Me H 5-Cl Ph(2-F) 9-55 Me Me H 5-Cl Ph(2,6-F₂) 9-56 Me Me H 5-Cl Ph(2-Cl) 9-57 Me Me H 5-Cl Ph(2-Me) 9-58 Me Me H 5-Cl Ph(2-CF₃) 9-59 Me Me H 5-Cl Ph(2-F-6-Cl) 9-60 Me Me H 5-Br Ph(2-F) 9-61 Me Me H 5-Br Ph(2,6-F₂) 9-62 Me Me H 5-Br Ph(2-Cl) 9-63 Me Me H 5-Br Ph(2-Me) 9-64 Me Me H 5-Br Ph(2-CF₃) 9-65 Me Me H 5-Br Ph(2-F-6-Cl) 9-66 Me Me H 2-Me Ph(2-F) 9-67 Me Me H 2-Me Ph(2,6-F₂) 9-68 Me Me H 2-Me Ph(2-Cl) 9-69 Me Me H 2-Me Ph(2-Me) 9-70 Me Me H 2-Me Ph(2-CF₃) 9-71 Me Me H 2-Me Ph(2-F-6-Cl) 9-72 Me Me H 4-Me Ph(2-F) 9-73 Me Me H 4-Me Ph(2,6-F₂) 9-74 Me Me H 4-Me Ph(2-Cl) 9-75 Me Me H 4-Me Ph(2-Me) 9-76 Me Me H 4-Me Ph(2-CF₃) 9-77 Me Me H 4-Me Ph(2-F-6-Cl) 9-78 Me Me H 5-Me Ph(2-F) 9-79 Me Me H 5-Me Ph(2,6-F₂) 9-80 Me Me H 5-Me Ph(2-Cl) 9-81 Me Me H 5-Me Ph(2-Me) 9-82 Me Me H 5-Me Ph(2-CF₃) 9-83 Me Me H 5-Me Ph(2-F-6-Cl) 9-84 Me Me H 6-Me Ph(2-F) 9-85 Me Me H 6-Me Ph(2,6-F₂) 9-86 Me Me H 6-Me Ph(2-Cl) 9-87 Me Me H 6-Me Ph(2-Me) 9-88 Me Me H 6-Me Ph(2-CF₃) 9-89 Me Me H 6-Me Ph(2-F-6-Cl) 9-90 Me Me H 5-CN Ph(2-F) 9-91 Me Me H 5-CN Ph(2,6-F₂) 9-92 Me Me H 5-CN Ph(2-Cl) 9-93 Me Me H 5-CN Ph(2-Me) 9-94 Me Me H 5-CN Ph(2-CF₃) 9-95 Me Me H 5-CN Ph(2-F-6-Cl) 9-96 Me Me H 5-CF₃ Ph(2-F) 9-97 Me Me H 5-CF₃ Ph(2,6-F₂) 9-98 Me Me H 5-CF₃ Ph(2-Cl) 9-99 Me Me H 5-CF₃ Ph(2-Me) 9-100 Me Me H 5-CF₃ Ph(2-CF₃) 9-101 Me Me H 5-CF₃ Ph(2-F-6-Cl) 9-102 Me Me H 5-OCF₃ Ph(2-F) 9-103 Me Me H 5-OCF3 Ph(2,6-F₂) 9-104 Me Me H 5-OCF3 Ph(2-Cl) 9-105 Me Me H 5-OCF3 Ph(2-Me) 9-106 Me Me H 5-OCF3 Ph(2-CF₃) 9-107 Me Me H 5-OCF3 Ph(2-F-6-Cl) 9-108 Me Me H 6-OCF3 Ph(2-F) 9-109 Me Me H 6-OCF3 Ph(2,6-F₂) 9-110 Me Me H 6-OCF3 Ph(2-Cl) 9-111 Me Me H 6-OCF3 Ph(2-Me) 9-112 Me Me H 6-OCF3 Ph(2-CF₃) 9-113 Me Me H 6-OCF3 Ph(2-F-6-Cl) 9-114 Me Me H 5-OCHF2 Ph(2-F) 9-115 Me Me H 5-OCHF2 Ph(2,6-F₂) 9-116 Me Me H 5-OCHF2 Ph(2-Cl) 9-117 Me Me H 5-OCHF2 Ph(2-Me) 9-118 Me Me H 5-OCHF2 Ph(2-CF₃) 9-119 Me Me H 5-OCHF2 Ph(2-F-6-Cl) 9-120 Me Me H 6-OCHF2 Ph(2-F) 9-121 Me Me H 6-OCHF2 Ph(2,6-F₂) 9-122 Me Me H 6-OCHF2 Ph(2-Cl) 9-123 Me Me H 6-OCHF2 Ph(2-Me) 9-124 Me Me H 6-OCHF2 Ph(2-CF₃) 9-125 Me Me H 6-OCHF2 Ph(2-F-6-Cl) 9-126 Me Me H 2,6-Cl₂ Ph(2-F) 9-127 Me Me H 2,6-Cl₂ Ph(2,6-F₂) 9-128 Me Me H 2,6-Cl₂ Ph(2-Cl) 9-129 Me Me H 2,6-Cl₂ Ph(2-Me) 9-130 Me Me H 2,6-Cl₂ Ph(2-CF₃) 9-131 Me Me H 2,6-Cl₂ Ph(2-F-6-Cl) 9-132 Me Me H 4,6-Cl₂ Ph(2-F) 9-133 Me Me H 4,6-Cl₂ Ph(2,6-F₂) 9-134 Me Me H 4,6-Cl₂ Ph(2-Cl) 9-135 Me Me H 4,6-Cl₂ Ph(2-Me) 9-136 Me Me H 4,6-Cl₂ Ph(2-CF₃) 9-137 Me Me H 4,6-Cl₂ Ph(2-F-6-Cl) 9-138 Me Me H 5,6-Cl₂ Ph(2-F) 9-139 Me Me H 5,6-Cl₂ Ph(2,6-F₂) 9-140 Me Me H 5,6-Cl₂ Ph(2-Cl) 9-141 Me Me H 5,6-Cl₂ Ph(2-Me) 9-142 Me Me H 5,6-Cl₂ Ph(2-CF₂) 9-143 Me Me H 5,6-Cl₂ Ph(2-F-6-Cl) 9-144 Me Me H 2-Cl-6-Br Ph(2-F) 9-145 Me Me H 2-C1-6-Br Ph(2,6-F₂) 9-146 Me Me H 2-Cl-6-Br Ph(2-Cl) 9-147 Me Me H 2-Cl-6-Br Ph(2-Me) 9-148 Me Me H 2-Cl-6-Br Ph(2-CF₃) 9-149 Me Me H 2-Cl-6-Br Ph(2-F-6-Cl) 9-150 Me Me H 4-C1-6-Br Ph(2-F) 9-151 Me Me H 4-Cl-6-Br ph(2,6-F₂) 9-152 Me Me H 4-Cl-6-Br Ph(2-Cl) 9-153 Me Me H 4-Cl-6-Br Ph(2-Me) 9-154 Me Me H 4-Cl-6-Br Ph(2-CF₃) 9-155 Me Me H 4-Cl-6-Br Ph(2-F-6-Cl) 9-156 Me Me H 5-Cl-6-Br Ph(2-F) 9-157 Me Me H 5-Cl-6-Br Ph(2,6-F₂) 9-158 Me Me H 5-Cl-6-Br Ph(2-Cl) 9-159 Me Me H 5-Cl-6-Br Ph(2-Me) 9-160 Me Me H 5-Cl-6-Br Ph(2-CF₃) 9-161 Me Me H 5-Cl-6-Br Ph(2-F-6-Cl) 9-162 Me Me H 2-Cl-6-CF₃ Ph(2-F) 9-163 Me Me H 2-Cl-6-CF₃ Ph(2,6-F₂) 9-164 Me Me H 2-Cl-6-CF₃ Ph(2-Cl) 9-165 Me Me H 2-Cl-6-CF₃ Ph(2-Me) 9-166 Me Me H 2-Cl-6-CF₃ Ph(2-CF₃) 9-167 Me Me H 2-Cl-6-CF₃ Ph(2-F-6-Cl) 9-168 Me Me H 4-Cl-6-CF₃ Ph(2-F) 9-169 Me Me H 4-Cl-6-CF₃ Ph(2,6-F₂) 9-170 Me Me H 4-Cl-6-CF₃ Ph(2-Cl) 9-171 Me Me H 4-Cl-6-CF₃ Ph(2-Me) 9-172 Me Me H 4-Cl-6-CF₃ Ph(2-CF₃) 9-173 Me Me H 4-Cl-6-CF₃ Ph(2-F-6-Cl) 9-174 Me Me H 5-Cl-6-CF₃ Ph(2-F) 9-175 Me Me H 5-Cl-6-CF₃ Ph(2,6-F₂) 9-176 Me Me H 5-Cl-6-CF₃ Ph(2-Cl) 9-177 Me Me H 5-Cl-6-CF₃ Ph(2-Me) 9-178 Me Me H 5-Cl-6-CF₃ Ph(2-CF₃) 9-179 Me Me H 5-Cl-6-CF₃ Ph(2-F-6-Cl) 9-180 Me Me H 2-Cl-6-OCF₃ Ph(2-F) 9-181 Me Me H 2-Cl-6-OCF₃ Ph(2,6-F₂) 9-182 Me Me H 2-Cl-6-OCF₃ Ph(2-Cl) 9-183 Me Me H 2-Cl-6-OCF₃ Ph(2-Me) 9-184 Me Me H 2-Cl-6-OCF₃ Ph(2-CF₃) 9-185 Me Me H 2-Cl-6-OCF₃ Ph(2-F-6-Cl) 9-186 Me Me H 4-Cl-6-OCF₃ Ph(2-F) 9-187 Me Me H 4-Cl-6-OCF₃ Ph(2,6-F₂) 9-188 Me Me H 4-Cl-6-OCF₃ Ph(2-Cl) 9-189 Me Me H 4-Cl-6-OCF₃ Ph(2-Me) 9-190 Me Me H 4-Cl-6-OCF₃ Ph(2-CF₃) 9-191 Me Me H 4-Cl-6-OCF₃ Ph(2-F-6-Cl) 9-192 Me Me H 5-Cl-6-OCF₃ Ph(2-F) 9-193 Me Me H 5-Cl-6-OCF₃ Ph(2,6-F₂) 9-194 Me Me H 5-Cl-6-OCF₃ Ph(2-Cl) 9-195 Me Me H 5-Cl-6-OCF₃ Ph(2-Me) 9-196 Me Me H 5-Cl-6-OCF₃ Ph(2-CF₃) 9-197 Me Me H 5-Cl-6-OCF₃ Ph(2-F-6-Cl) 9-198 Me Me H 2-Cl-6-OCHF₂ Ph(2-F) 9-199 Me Me H 2-Cl-6-OCHF₂ Ph(2,6-F₂) 9-200 Me Me H 2-Cl-6-OCHF₂ Ph(2-Cl) 9-201 Me Me H 2-Cl-6-OCHF₂ Ph(2-Me) 9-202 Me Me H 2-Cl-6-OCHF₂ Ph(2-CF₃) 9-203 Me Me H 2-Cl-6-OCHF₂ Ph(2-F-6-Cl) 9-204 Me Me H 4-Cl-6-OCHF₂ Ph(2-F) 9-205 Me Me H 4-Cl-6-OCHF₂ Ph(2,6-F₂) 9-206 Me Me H 4-Cl-6-OCHF₂ Ph(2-Cl) 9-207 Me Me H 4-Cl-6-OCHF₂ Ph(2-Me) 9-208 Me Me H 4-Cl-6-OCHF₂ Ph(2-CF₃) 9-209 Me Me H 4-Cl-6-OCHF₂ Ph(2-F-6-Cl) 9-210 Me Me H 5-Cl-6-OCHF₂ Ph(2-F) 9-211 Me Me H 5-Cl-6-OCHF₂ Ph(2,6-F₂) 9-212 Me Me H 5-Cl-6-OCHF₂ Ph(2-Cl) 9-213 Me Me H 5-Cl-6-OCHF₂ Ph(2-Me) 9-214 Me Me H 5-Cl-6-OCHF₂ Ph(2-CF₃) 9-215 Me Me H 5-Cl-6-OCHF₂ Ph(2-F-6-Cl) 9-216 Me Me H 2-Cl-6-OCH₂CF₃ Ph(2-F) 9-217 Me Me H 2-Cl-6-OCH₂CF₃ Ph(2,6-F₂) 9-218 Me Me H 2-Cl-6-OCH₂CF₃ Ph(2-Cl) 9-219 Me Me H 2-Cl-6-OCH₂CF₃ Ph(2-Me) 9-220 Me Me H 2-Cl-6-OCH₂CF₃ Ph(2-CF₃) 9-221 Me Me H 2-Cl-6-OCH₂CF₃ Ph(2-F-6-Cl) 9-222 Me Me H 4-Cl-6-OCH₂CF₃ Ph(2-F) 9-223 Me Me H 4-Cl-6-OCH₂CF₃ Ph(2,6-F₂) 9-224 Me Me H 4-Cl-6-OCH₂CF₃ Ph(2-Cl) 9-225 Me Me H 4-Cl-6-OCH₂CF₃ Ph(2-Me) 9-226 Me Me H 4-Cl-6-OCH₂CF₃ Ph(2-CF₃) 9-227 Me Me H 4-Cl-6-OCH₂CF₃ Ph(2-F-6-Cl) 9-228 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-F) 9-229 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2,6-F₂) 9-230 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-Cl) 9-231 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-Me) 9-232 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-CF₃) 9-233 Me Me H 5-Cl-6-OCH₂CF₃ Ph(2-F-6-Cl) 9-234 Me Me H 2-Me-6-Cl Ph(2-F) 9-235 Me Me H 2-Me-6-Cl Ph(2,6-F₂) 9-236 Me Me H 2-Me-6-Cl Ph(2-Cl) 9-237 Me Me H 2-Me-6-Cl Ph(2-Me) 9-238 Me Me H 2-Me-6-Cl Ph(2-CF₃) 9-239 Me Me H 2-Me-6-Cl Ph(2-F-6-Cl) 9-240 Me Me H 4-Me-6-Cl Ph(2-F) 9-241 Me Me H 4-Me-6-Cl Ph(2,6-F₂) 9-242 Me Me H 4-Me-6-Cl Ph(2-Cl) 9-243 Me Me H 4-Me-6-Cl Ph(2-Me) 9-244 Me Me H 4-Me-6-Cl Ph(2-CF₃) 9-245 Me Me H 4-Me-6-Cl Ph(2-F-6-Cl) 9-246 Me Me H 5-Me-6-Cl Ph(2-F) 9-247 Me Me H 5-Me-6-Cl Ph(2,6-F₂) 9-248 Me Me H 5-Me-6-Cl Ph(2-Cl) 9-249 Me Me H 5-Me-6-Cl Ph(2-Me) 9-250 Me Me H 5-Me-6-Cl Ph(2-CF₃) 9-251 Me Me H 5-Me-6-Cl Ph(2-F-6-Cl) 9-252 Me Me H 2-Me-6-Br Ph(2-F) 9-253 Me Me H 2-Me-6-Br Ph(2,6-F₂) 9-254 Me Me H 2-Me-6-Br Ph(2-Cl) 9-255 Me Me H 2-Me-6-Br Ph(2-Me) 9-256 Me Me H 2-Me-6-Br Ph(2-CF₃) 9-257 Me Me H 2-Me-6-Br Ph(2-F-6-Cl) 9-258 Me Me H 4-Me-6-Br Ph(2-F) 9-259 Me Me H 4-Me-6-Br Ph(2,6-F₂) 9-260 Me Me H 4-Me-6-Br Ph(2-Cl) 9-261 Me Me H 4-Me-6-Br Ph(2-Me) 9-262 Me Me H 4-Me-6-Br Ph(2-CF₃) 9-263 Me Me H 4-Me-6-Br Ph(2-F-6-Cl) 9-264 Me Me H 5-Me-6-Br Ph(2-F) 9-265 Me Me H 5-Me-6-Br Ph(2,6-F₂) 9-266 Me Me H 5-Me-6-Br Ph(2-Cl) 9-267 Me Me H 5-Me-6-Br Ph(2-Me) 9-268 Me Me H 5-Me-6-Br Ph(2-CF₃) 9-269 Me Me H 5-Me-6-Br Ph(2-F-6-Cl) 9-270 Me Me H 2-Me-6-CF₃ Ph(2-F) 9-271 Me Me H 2-Me-6-CF₃ Ph(2,6-F₂) 9-272 Me Me H 2-Me-6-CF₃ Ph(2-Cl) 9-273 Me Me H 2-Me-6-CF₃ Ph(2-Me) 9-274 Me Me H 2-Me-6-CF₃ Ph(2-CF₃) 9-275 Me Me H 2-Me-6-CF₃ Ph(2-F-6-Cl) 9-276 Me Me H 4-Me-6-CF₃ Ph(2-F) 9-277 Me Me H 4-Me-6-CF₃ Ph(2,6-F₂) 9-278 Me Me H 4-Me-6-CF₃ Ph(2-Cl) 9-279 Me Me H 4-Me-6-CF₃ Ph(2-Me) 9-280 Me Me H 4-Me-6-CF₃ Ph(2-CF₃) 9-281 Me Me H 4-Me-6-CF₃ Ph(2-F-6-Cl) 9-282 Me Me H 5-Me-6-CF₃ Ph(2-F) 9-283 Me Me H 5-Me-6-CF₃ Ph(2,6-F₂) 9-284 Me Me H 5-Me-6-CF₃ Ph(2-Cl) 9-285 Me Me H 5-Me-6-CF₃ Ph(2-Me) 9-286 Me Me H 5-Me-6-CF₃ Ph(2-CF₃) 9-287 Me Me H 5-Me-6-CF₃ Ph(2-F-6-Cl) 9-288 Me Me H 2-Me-6-OCF₃ Ph(2-F) 9-289 Me Me H 2-Me-6-OCF₃ Ph(2,6-F₂) 9-290 Me Me H 2-Me-6-OCF₃ Ph(2-Cl) 9-291 Me Me H 2-Me-6-OCF₃ Ph(2-Me) 9-292 Me Me H 2-Me-6-OCF₃ Ph(2-CF₃) 9-293 Me Me H 2-Me-6-OCF₃ Ph(2-F-6-Cl) 9-294 Me Me H 4-Me-6-OCF₃ Ph(2-F) 9-295 Me Me H 4-Me-6-OCF₃ Ph(2,6-F₂) 9-296 Me Me H 4-Me-6-OCF₃ Ph(2-Cl) 9-297 Me Me H 4-Me-6-OCF₃ Ph(2-Me) 9-298 Me Me H 4-Me-6-OCF₃ Ph(2-CF₃) 9-299 Me Me H 4-Me-6-OCF₃ Ph(2-F-6-Cl) 9-300 Me Me H 5-Me-6-OCF₃ Ph(2-F) 9-301 Me Me H 5-Me-6-OCF₃ Ph(2,6-F₂) 9-302 Me Me H 5-Me-6-OCF₃ Ph(2-Cl) 9-303 Me Me H 5-Me-6-OCF₃ Ph(2-Me) 9-304 Me Me H 5-Me-6-OCF₃ Ph(2-CF₃) 9-305 Me Me H 5-Me-6-OCF₃ Ph(2-F-6-Cl) 9-306 Me Me H 2-Me-6-OCHF₂ Ph(2-F) 9-307 Me Me H 2-Me-6-OCHF₂ Ph(2,6-F₂) 9-308 Me Me H 2-Me-6-OCHF₂ Ph(2-Cl) 9-309 Me Me H 2-Me-6-OCHF₂ Ph(2-Me) 9-310 Me Me H 2-Me-6-OCHF₂ Ph(2-CF₃) 9-311 Me Me H 2-Me-6-OCHF₂ Ph(2-F-6-Cl) 9-312 Me Me H 4-Me-6-OCHF₂ Ph(2-F) 9-313 Me Me H 4-Me-6-OCHF₂ Ph(2,6-F₂) 9-314 Me Me H 4-Me-6-OCHF₂ Ph(2-Cl) 9-315 Me Me H 4-Me-6-OCHF₂ Ph(2-Me) 9-316 Me Me H 4-Me-6-OCHF₂ Ph(2-CF₃) 9-317 Me Me H 4-Me-6-OCHF₂ Ph(2-F-6-Cl) 9-318 Me Me H 5-Me-6-OCHF₂ Ph(2-F) 9-319 Me Me H 5-Me-6-OCHF₂ Ph(2,6-F₂) 9-320 Me Me H 5-Me-6-OCHF₂ Ph(2-Cl) 9-321 Me Me H 5-Me-6-OCHF₂ Ph(2-Me) 9-322 Me Me H 5-Me-6-OCHF₂ Ph(2-CF₃) 9-323 Me Me H 5-Me-6-OCHF₂ Ph(2-F-6-Cl) 9-324 Me Me H 2-Me-6-OCH₂CF₃ Ph(2-F) 9-325 Me Me H 2-Me-6-OCH₂CF₃ Ph(2,6-F₂) 9-326 Me Me H 2-Me-6-OCH₂CF₃ Ph(2-Cl) 9-327 Me Me H 2-Me-6-OCH₂CF₃ Ph(2-Me) 9-328 Me Me H 2-Me-6-OCH₂CF₃ Ph(2-CF₃) 9-329 Me Me H 2-Me-6-OCH₂CF₃ Ph(2-F-6-Cl) 9-330 Me Me H 4-Me-6-OCH₂CF₃ Ph(2-F) 9-331 Me Me H 4-Me-6-OCH₂CF₃ Ph(2,6-F₂) 9-332 Me Me H 4-Me-6-OCH₂CF₃ Ph(2-Cl) 9-333 Me Me H 4-Me-6-OCH₂CF₃ Ph(2-Me) 9-334 Me Me H 4-Me-6-OCH₂CF₃ Ph(2-CF₃) 9-335 Me Me H 4-Me-6-OCH₂CF₂ Ph(2-F-6-Cl) 9-336 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-F) 9-337 Me Me H 5-Me-6-OCH₂CF₃ Ph(2,6-F₂) 9-338 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-Cl) 9-339 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-Me) 9-340 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-CF₃) 9-341 Me Me H 5-Me-6-OCH₂CF₃ Ph(2-F-6-Cl)

[0249] TABLE 10

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 10-1 Me Me H H Ph 10-2 Me Me H H Ph(2-F) 10-3 Me Me H H Ph(2-Cl) 10-4 Me Me H H Ph(2-OMe) 10-5 Me Me H H Ph(2,6-F₂) 155-157 10-6 Me Me H H Ph(2,6-Cl₂) 10-7 Me Me H H Ph(2,6-OMe₂) 10-8 Me Me H 2-Cl Ph 10-9 Me Me H 2-Cl Ph(2-F) 10-10 Me Me H 2-Cl Ph(2-Cl) 10-11 Me Me H 2-Cl Ph(2,6-F₂) 10-12 Me Me H 2-Cl Ph(2,6-Cl₂) 10-13 Me Me H 2-Br Ph 19-14 Me Me H 2-Br Ph(2-F) 10-15 Me Me H 2-Br Ph(2-Cl) 10-16 Me Me H 2-Br Ph(2,6-F₂) 10-17 Me Me H 2-Br Ph(2,6-Cl₂) 10-18 Me Me H 2-CF₃ Ph(2,6-F₂) 10-19 Me Me H 2-CN Ph(2,6-F₂) 10-20 Me CN H H Ph(2,6-F₂) 10-21 Me CO₂Et H H Ph(2,6-F₂) 10-22 Me CN H 2-Cl Ph(2,6-F₂) 10-23 Me CO₂Et H 2-Cl Ph(2,6-F₂) 10-24 Me Et H H Ph(2,6-F₂) 10-25 Me Me COMe H Ph(2,6-F₂) 10-26 Me Me CH₂OMe H Ph(2,6-F₂) 10-27 Me Me H H 1-naphthyl 10-28 Me Me H H 2-naphthyl 10-29 Me Me H H 2-thienyl 10-30 Me Me H H 3-thienyl 10-31 Me Me H H 2-pyrazinyl 10-32 Me Me H H 2-pyridyl 10-33 Me Me H H 3-pyridyl 10-34 Me Me H H 4- trifluoromethyl- 3-pyridyl 10-35 Me Me H H 4-pyridyl 10-36 Me Me H H 2-furyl 10-37 Me Me H H 3-furyl 10-38 Me Me H 3-Cl Ph(2-F) 10-39 Me Me H 3-Cl Ph(2,6-F₂) 10-40 Me Me H 3-Cl Ph(2-Cl) 10-41 Me Me H 3-Cl Ph(2-Me) 10-42 Me Me H 3-Cl Ph(2-CF₃) 10-43 Me Me H 3-Cl Ph(2-F-6-Cl) 10-44 Me Me H 3-Br Ph(2-F) 10-45 Me Me H 3-Br Ph(2,6-F₂) 10-46 Me Me H 3-Br Ph(2-Cl) 10-47 Me Me H 3-Br Ph(2-Me) 10-48 Me Me H 3-Br Ph(2-CF₃) 10-49 Me Me H 3-Br Ph(2-F-6-Cl) 10-50 Me Me H 2-Me Ph(2-F) 10-51 Me Me H 2-Me Ph(2,6-F₂) 10-52 Me Me H 2-Me Ph(2-Cl) 10-53 Me Me H 2-Me Ph(2-Me) 10-54 Me Me H 2-Me Ph(2-CF₃) 10-55 Me Me H 2-Me Ph(2-F-6-Cl) 10-56 Me Me H 3-Me Ph(2-F) 10-57 Me Me H 3-Me Ph(2,6-F₂) 10-58 Me Me H 3-Me Ph(2-Cl) 10-59 Me Me H 3-Me Ph(2-Me) 10-60 Me Me H 3-Me Ph(2-CF₃) 10-61 Me Me H 3-Me Ph(2-F-6-Cl) 10-62 Me Me H 3-CN Ph(2-F) 10-63 Me Me H 3-CN Ph(2,6-F₂) 10-64 Me Me H 3-CN Ph(2-Cl) 10-65 Me Me H 3-CN Ph(2-Me) 10-66 Me Me H 3-CN Ph(2-CF₃) 10-67 Me Me H 3-CN Ph(2-F-6-Cl) 10-68 Me Me H 3-CF₃ Ph(2-F) 10-69 Me Me H 3-CF₃ Ph(2,6-F₂) 10-70 Me Me H 3-CF₃ Ph(2-Cl) 10-71 Me Me H 3-CF₃ Ph(2-Me) 10-72 Me Me H 3-CF₃ Ph(2-CF₃) 10-73 Me Me H 3-CF₃ Ph(2-F-6-Cl) 10-74 Me Me H 2-OCF₃ Ph(2-F) 10-75 Me Me H 2-OCF₃ Ph(2,6-F₂) 10-76 Me Me H 2-OCF₃ Ph(2-Cl) 10-77 Me Me H 2-OCF₃ Ph(2-Me) 10-78 Me Me H 2-OCF₃ Ph(2-CF₃) 10-79 Me Me H 2-OCF₃ Ph(2-F-6-Cl) 10-80 Me Me H 3-OCF₃ Ph(2-F) 10-81 Me Me H 3-OCF₃ Ph(2,6-F₂) 10-82 Me Me H 3-OCF₃ Ph(2-Cl) 10-83 Me Me H 3-OCF₃ Ph(2-Me) 10-84 Me Me H 3-OCF₃ Ph(2-CF₃) 10-85 Me Me H 3-OCF₃ Ph(2-F-6-Cl) 10-86 Me Me H 2-OCHF₂ Ph(2-F) 10-87 Me Me H 2-OCHF₂ Ph(2,6-F₂) 10-88 Me Me H 2-OCHF₂ Ph(2-Cl) 10-89 Me Me H 2-OCHF₂ Ph(2-Me) 10-90 Me Me H 2-OCHF₂ Ph(2-CF₃) 10-91 Me Me H 2-OCHF₂ Ph(2-F-6-Cl) 10-92 Me Me H 3-OCHF₂ Ph(2-F) 10-93 Me Me H 3-OCHF₂ Ph(2,6-F₂) 10-94 Me Me H 3-OCHF₂ Ph(2-Cl) 10-95 Me Me H 3-OCHF₂ Ph(2-Me) 10-96 Me Me H 3-OCHF₂ Ph(2-CF₃) 10-97 Me Me H 3-OCHF₂ Ph(2-F-6-Cl) 10-98 Me Me H 2-CF₃-3-Cl Ph(2-F) 10-99 Me Me H 2-CF₃-3-Cl Ph(2,6-F₂) 10-100 Me Me H 2-CF₃-3-Cl Ph(2-Cl) 10-101 Me Me H 2-CF₃-3-Cl Ph(2-Me) 10-102 Me Me H 2-CF₃-3-Cl Ph(2-CF₃) 10-103 Me Me H 2-CF₃-3-Cl Ph(2-F-6-Cl) 10-104 Me Me H 2-CF₃-3-Me Ph(2-F) 10-105 Me Me H 2-CF₃-3-Me Ph(2,6-F₂) 10-106 Me Me H 2-CF₃-3-Me Ph(2-Cl) 10-107 Me Me H 2-CF₃-3-Me Ph(2-Me) 10-108 Me Me H 2-CF₃-3-Me Ph(2-CF₃) 10-109 Me Me H 2-CF₃-3-Me Ph(2-F-6-Cl) 10-110 Me Me H 2-OMe-3-Cl Ph(2-F) 10-111 Me Me H 2-OMe-3-Cl Ph(2,6-F₂) 10-112 Me Me H 2-OMe-3-Cl Ph(2-Cl) 10-113 Me Me H 2-OMe-3-Cl Ph(2-Me) 10-114 Me Me H 2-OMe-3-Cl Ph(2-CF₃) 10-115 Me Me H 2-OMe-3-Cl Ph(2-F-6-Cl) 10-116 Me Me H 2-OMe-3-Me Ph(2-F) 10-117 Me Me H 2-OMe-3-Me Ph(2,6-F₂) 10-118 Me Me H 2-OMe-3-Me Ph(2-Cl) 10-119 Me Me H 2-OMe-3-Me Ph(2-Me) 10-120 Me Me H 2-OMe-3-Me Ph(2-CF₃) 10-121 Me Me H 2-OMe-3-Me Ph(2-F-6-Cl) 10-122 Me Me H 2-OCF₃-3-Cl Ph(2-F) 10-123 Me Me H 2-OCF₃-3-Cl Ph(2,6-F₂) 10-124 Me Me H 2-OCF₃-3-Cl Ph(2-Cl) 10-125 Me Me H 2-OCF₃-3-Cl Ph(2-Me) 10-126 Me Me H 2-OCF₃-3-Cl Ph(2-CF₃) 10-127 Me Me H 2-OCF₃-3-Cl Ph(2-F-6-Cl) 10-128 Me Me H 2-OCF₃-3-Me Ph(2-F) 10-129 Me Me H 2-OCF₃-3-Me Ph(2,6-F₂) 10-130 Me Me H 2-OCF₃-3-Me Ph(2-Cl) 10-131 Me Me H 2-OCF₃-3-Me Ph(2-Me) 10-132 Me Me H 2-OCF₃-3-Me Ph(2-CF₃) 10-133 Me Me H 2-OCF₃-3-Me Ph(2-F-6-Cl) 10-134 Me Me H 2-OCHF₂-3-Cl Ph(2-F) 10-135 Me Me H 2-OCHF₂-3-Cl Ph(2,6-F₂) 10-136 Me Me H 2-OCHF₂-3-Cl Ph(2-Cl) 10-137 Me Me H 2-OCHF₂-3-Cl Ph(2-Me) 10-138 Me Me H 2-OCHF₂-3-Cl Ph(2-CF₃) 10-139 Me Me H 2-OCHF₂-3-Cl Ph(2-F-6-Cl) 10-140 Me Me H 2-OCHF₂-3-Me Ph(2-F) 10-141 Me Me H 2-OCHF₂-3-Me Ph(2,6-F₂) 10-142 Me Me H 2-OCHF₂-3-Me Ph(2-Cl) 10-143 Me Me H 2-OCHF₂-3-Me Ph(2-Me) 10-144 Me Me H 2-OCHF₂-3-Me Ph(2-CF₃) 10-145 Me Me H 2-OCHF₂-3-Me Ph(2-F-6-Cl)

[0250] TABLE 11

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 11-1 Me Me H H Ph 11-2 Me Me H H Ph(2-F) 94-96 11-3 Me Me H H Ph(2-Cl) 11-4 Me Me H H Ph(2-OMe) 11-5 Me Me H H Ph(2,6-F2) 119-121 11-6 Me Me H H Ph(2,6-Cl₂) 11-7 Me Me H H Ph(2,6-OMe₂) 11-8 Me Me H 6-Cl Ph 11-9 Me Me H 6-Cl Ph(2-F) 11-10 Me Me H 6-Cl ph(2-Cl) 11-11 Me Me H 6-Cl Ph(2,6-F₂) 11-12 Me Me H 6-Cl ph(2,6-Cl₂) 11-13 Me Me H 6-Br Ph 11-14 Me Me H 6-Br Ph(2-F) 11-15 Me Me H 6-Br Ph(2-Cl) 11-16 Me Me H 6-Br Ph(2,6-F₂) 11-17 Me Me H 6-Br Ph(2,6-Cl₂) 11-18 Me Me H 6-CF₃ Ph(2,6-F₂) 11-19 Me Me H 6-CN Ph(2,6-F₂) 11-20 Me CN H H Ph(2,6-F₂) 11-21 Me CO₂Et H H Ph(2,6-F₂) 11-22 Me CN H 6-Cl Ph(2,6-F₂) 11-23 Me CO₂Et H 6-Cl Ph(2,6-F₂) 11-24 Me Et H H Ph(2,6-F₂) 11-25 Me Me COMe H Ph(2,6-F₂) 11-26 Me Me CH₂OMe H Ph(2,6-F₂) 11-27 Me Me H H 1-naphthyl 11-28 Me Me H H 2-naphthyl 11-29 Me Me H H 2-thienyl 11-30 Me Me H H 3-thienyl 11-31 Me Me H H 2-pyrazinyl 11-32 Me Me H H 2-pyridyl 11-33 Me Me H H 3-pyridyl 11-34 Me Me H H 4- trifluoromethyl- 3-pyridyl 11-35 Me Me H H 4-pyridyl 11-36 Me Me H H 2-furyl 11-37 Me Me H H 3-furyl 11-38 Me Me H 2-Cl Ph(2-F) 11-39 Me Me H 2-Cl Ph(2,6-F₂) 11-40 Me Me H 2-Cl Ph(2-Cl) 11-41 Me Me H 2-Cl Ph(2-Me) 11-42 Me Me H 2-Cl Ph(2-CF₃) 11-43 Me Me H 2-Cl Ph(2-F-6-Cl) 11-44 Me Me H 2-Me Ph(2-F) 11-45 Me Me H 2-Me Ph(2,6-F₂) 11-46 Me Me H 2-Me Ph(2-Cl) 11-47 Me Me H 2-Me Ph(2-Me) 11-48 Me Me H 2-Me Ph(2-CF₃) 11-49 Me Me H 2-Me Ph(2-F-6-Cl)

[0251] TABLE 12

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 12-1 Me Me H H Ph 12-2 Me Me H H Ph(2-F) 180-183 12-3 Me Me H H Ph(2-Cl) 12-4 Me Me H H Ph(2-OMe) 12-5 Me Me H H Ph(2,6-F₂) 246-250 12-6 Me Me H H Ph(2,6-Cl₂) 12-7 Me Me H H Ph(2,6-OMe₂) 12-8 Me Me H 6-Cl Ph 12-9 Me Me H 6-Cl Ph(2-F) 12-10 Me Me H 6-Cl Ph(2-Cl) 12-11 Me Me H 6-Cl Ph(2,6-F₂) 12-12 Me Me H 6-Cl Ph(2,6-Cl₂) 12-13 Me Me H 6-Br Ph 12-14 Me Me H 6-Br Ph(2-F) 12-15 Me Me H 6-Br Ph(2-Cl) 12-16 Me Me H 6-Br Ph(2,6-F₂) 12-17 Me Me H 6-Br Ph(2,6-Cl₂) 12-18 Me Me H 6-CF₃ Ph(2,6-F₂) 12-19 Me Me H 6-CN Ph(2,6-F₂) 12-20 Me CN H H Ph(2,6-F₂) 12-21 Me CO₂Et H H Ph(2,6-F₂) 12-22 Me CN H 6-Cl Ph(2,6-F₂) 12-23 Me CO₂Et H 6-Cl Ph(2,6-F₂) 12-24 Me Et H H Ph(2,6-F₂) 12-25 Me Me COMe H Ph(2,6-F₂) 12-26 Me Me CH₂OMe H Ph(2,6-F₂) 12-27 Me Me H H 1-naphthyl 12-28 Me Me H H 2-naphthyl 12-29 Me Me H H 2-thienyl 12-30 Me Me H H 3-thienyl 12-31 Me Me H H 2-pyrazinyl 12-32 Me Me H H 2-pyridyl 12-33 Me Me H H 3-pyridyl 12-34 Me Me H H 4- trifluoromethyl- 3-pyridyl 12-35 Me Me H H 4-pyridyl 12-36 Me Me H H 2-furyl 12-37 Me Me H H 3-furyl 12-38 Me Me H 2-Cl Ph(2-F) 12-39 Me Me H 2-Cl Ph(2,6-F₂) 12-40 Me Me H 2-Cl Ph(2-Cl) 12-41 Me Me H 2-Cl Ph(2-Me) 12-42 Me Me H 2-Cl Ph(2-CF₃) 12-43 Me Me H 2-Cl Ph(2-F-6-Cl) 12-44 Me Me H 2-Me Ph(2-F) 12-45 Me Me H 2-Me Ph(2,6-F₂) 12-46 Me Me H 2-Me Ph(2-Cl) 12-47 Me Me H 2-Me Ph(2-Me) 12-48 Me Me H 2-Me Ph(2-CF₃) 12-49 Me Me H 2-Me Ph(2-F-6-Cl)

[0252] TABLE 13

Com- Physical pound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 13-1 Me Me H H H H H Ph 13-2 Me Me H H H H H Ph(2-Cl) Oil 13-3 Me Me H H H H H Ph(4-Cl) 13-4 Me Me H H H H H Ph(2-CF₃) 164-167 13-5 Me Me H H H H H Ph(4-CF₃) 13-6 Me Me H H H H H Ph(2-F) 116-121 13-7 Me Me H H H H H Ph(2,6-F₂) 134-139 13-8 Me Me H H H H H Ph(2-OCF₃) 13-9 Me Me H H H H H Ph(2-OCHF₂) 13-10 Me Me H H H H H Ph(2-OMe) 13-11 Me Me H H H H H Ph(2,6-(OMe)₂) 13-12 Me Me H F F H H Ph(2-NO₂) 13-13 Me Me H F F H H Ph 13-14 Me Me H F F H H Ph(2-Cl) 13-15 Me Me H F F H H Ph(4-Cl) 13-16 Me Me H F F H H Ph(2-CF₃) 13-17 Me Me H F F H H Ph(4-CF₃) 13-18 Me Me H F F H H Ph(2-F) 114-117 13-19 Me Me H F F H H Ph(2,6-F₂) 123-125 13-20 Me Me H F F H H Ph(2-OCF₃) 13-21 Me Me H F F H H Ph(2-OCHF₂) 13-22 Me Me H F F H H Ph(2-OMe) 13-23 Me Me H F F H H Ph(2,6-(OMe)₂) 13-24 Me Me H F F H H Ph(2-NO₂) 13-25 Me Me H F F H H Ph(2-SMe) 13-26 Me Me H H H Cl H Ph(2-F) 13-27 Me Me H H H Cl H Ph(2,6-F₂) 13-28 Me Me H H H Cl H Ph(2-Cl) 13-29 Me Me H H H Cl H Ph(2-Me) 13-30 Me Me H H H Cl H Ph(2-CF₃) 13-31 Me Me H H H Cl H Ph(2-F-6-Cl) 13-32 Me Me H H H Me H Ph(2-F) 13-33 Me Me H H H Me H Ph(2,6-F2) 133-135 13-34 Me Me H H H Me H Ph(2-Cl) 13-35 Me Me H H H Me H Ph(2-Me) 13-36 Me Me H H H Me H Ph(2-CF₃) 13-37 Me Me H H H Me H Ph(2-F-6-Cl) 13-38 Me Me H F F Cl H Ph(2-F) 13-39 Me Me H F F Cl H Ph(2,6-F₂) 13-40 Me Me H F F Cl H Ph(2-Cl) 13-41 Me Me H F F Cl H Ph(2-Me) 13-42 Me Me H F F Cl H Ph(2-CF₃) 13-43 Me Me H F F Cl H Ph(2-F-6-Cl) 13-44 Me Me H F F Me H Ph(2-F) 105-108 13-45 Me Me H F F Me H Ph(2,6-F₂) 178-180 13-46 Me Me H F F Me H Ph(2-Cl) 13-47 Me Me H F F Me H Ph(2-Me) 13-48 Me Me H F F Me H Ph(2-CF₃) 13-49 Me Me H F F Me H Ph(2-F-6-Cl) 13-50 Me Me H H H H Me Ph(2-F) 13-51 Me Me H H H H Me Ph(2,6-F₂) 13-52 Me Me H H H H Me Ph(2-Cl) 13-53 Me Me H H H H Me Ph(2-Me) 13-54 Me Me H H H H Me Ph(2-CF₃) 13-55 Me Me H H H H Me Ph(2-F-6-Cl) 13-56 Me Me H F F H Me Ph(2-F) 13-57 Me Me H F F H Me Ph(2,6-F₂) 13-58 Me Me H F F H Me Ph(2-Cl) 13-59 Me Me H F F H Me Ph(2-Me) 13-60 Me Me H F F H Me Ph(2-CF₃) 13-61 Me Me H F F H Me Ph(2-F-6-Cl) 13-62 Me Me H Me Me Me H Ph(2-F) 13-63 Me Me H Me Me Me H Ph(2,6-F₂) 13-64 Me Me H Me Me Me H Ph(2-Cl) 13-65 Me Me H Me Me Me H Ph(2-Me) 13-66 Me Me H Me Me Me H Ph(2-CF₃) 13-67 Me Me H Me Me Me H Ph(2-F-6-Cl) 13-68 Me Me H Me Me H Me Ph(2-F) 13-69 Me Me H Me Me H Me Ph(2,6-F₂) 13-70 Me Me H Me Me H Me Ph(2-Cl) 13-71 Me Me H Me Me H Me Ph(2-Me) 13-72 Me Me H Me Me H Me Ph(2-CF₃) 13-73 Me Me H Me Me H Me Ph(2-F-6-Cl) 13-74 Me Me H H H H Cl Ph(2-F) 13-75 Me Me H H H H Cl Ph(2,6-F₂) 13-76 Me Me H H H H Cl Ph(2-Cl) 13-77 Me Me H H H H Cl Ph(2-Me) 13-78 Me Me H H H H Cl Ph(2-CF₃) 13-79 Me Me H H H H Cl Ph(2-F-6-Cl) 13-80 Me Me H F F H Cl Ph(2-F) 13-81 Me Me H F F H Cl Ph(2,6-F₂) 13-82 Me Me H F F H Cl Ph(2-Cl) 13-83 Me Me H F F H Cl Ph(2-Me) 13-84 Me Me H F F H Cl Ph(2-CF₃) 13-85 Me Me H F F H Cl Ph(2-F-6-Cl) 13-86 Me Me H Me Me Cl H Ph(2-F) 13-87 Me Me H Me Me Cl H Ph(2,6-F₂) 13-88 Me Me H Me Me Cl H Ph(2-Cl) 13-89 Me Me H Me Me Cl H Ph(2-Me) 13-90 Me Me H Me Me Cl H Ph(2-CF₃) 13-91 Me Me H Me Me Cl H Ph(2-F-6-Cl) 13-92 Me Me H Me Me H Cl Ph(2-F) 13-93 Me Me H Me Me H Cl Ph(2,6-F₂) 13-94 Me Me H Me Me H Cl Ph(2-Cl) 13-95 Me Me H Me Me H Cl Ph(2-Me) 13-96 Me Me H Me Me H Cl Ph(2-CF₃) 13-97 Me Me H Me Me H Cl Ph(2-F-6-Cl)

[0253] TABLE 14

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B 14-1 Me Me H H H Ph 14-2 Me Me H H H Ph(2-Cl) 14-3 Me Me H H H Ph(4-Cl) 14-4 Me Me H H H Ph(2-CF₃) 14-5 Me Me H H H Ph(4-CF₃) 14-6 Me Me H H H Ph(2-F) 14-7 Me Me H H H Ph(2,6-F₂) 14-8 Me Me H H H Ph(2-OCF₃) 14-9 Me Me H H H Ph(2-OCHF₂) 14-10 Me Me H H H Ph(2-OMe) 14-11 Me Me H H H Ph(2,6-(OMe)₂) 14-12 Me Me H F F Ph(2-NO₂) 14-13 Me Me H F F Ph 14-14 Me Me H F F Ph(2-Cl) 14-15 Me Me H F F Ph(4-Cl) 14-16 Me Me H F F Ph(2-CF₃) 14-17 Me Me H F F Ph(4-CF₃) 14-18 Me Me H F F Ph(2-F) 14-19 Me Me H F F Ph(2,6-F₂) 14-20 Me Me H F F Ph(2-OCF₃) 14-21 Me Me H F F Ph(2-OCHF₂) 14-22 Me Me H F F Ph(2-OMe) 14-23 Me Me H F F Ph(2,6-(OMe)₂) 14-24 Me Me H F F Ph(2-NO₂) 14-25 Me Me H F F Ph(2-SMe)

[0254] TABLE 15

Com- Physical pound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 15-1 Me Me H H H Me H Ph(2-F) 15-2 Me Me H H H Me H Ph(2,6-F₂) 15-3 Me Me H H H Me H Ph(2-Cl) 15-4 Me Me H H H Me H Ph(2-Me) 15-5 Me Me H H H Me H Ph(2-CF₃) 15-6 Me Me H H H Me H Ph(2-F-6-Cl) 15-7 Me Me H H H H Me Ph(2-F) 15-8 Me Me H H H H Me Ph(2,6-F₂) 15-9 Me Me H H H H Me Ph(2-Cl) 15-10 Me Me H H H H Me Ph(2-Me) 15-11 Me Me H H H H Me Ph(2-CF₃) 15-12 Me Me H H H H Me Ph(2-F-6-Cl) 15-13 Me Me H Me H H H Ph(2-F) 15-14 Me Me H Me H H H Ph(2,6-F₂) 15-15 Me Me H Me H H H Ph(2-Cl) 15-16 Me Me H Me H H H Ph(2-Me) 15-17 Me Me H Me H H H Ph(2-CF₃) 15-18 Me Me H Me H H H Ph(2-F-6-Cl) 15-19 Me Me H Me H Me H Ph(2-F) 15-20 Me Me H Me H Me H Ph(2,6-F₂) 15-21 Me Me H Me H Me H Ph(2-Cl) 15-22 Me Me H Me H Me H Ph(2-Me) 15-23 Me Me H Me H Me H Ph(2-CF₃) 15-24 Me Me H Me H Me H Ph(2-F-6-Cl) 15-25 Me Me H Me H H Me Ph(2-F) 15-26 Me Me H Me H H Me Ph(2,6-F₂) 15-27 Me Me H Me H H Me Ph(2-Cl) 15-28 Me Me H Me H H Me Ph(2-Me) 15-29 Me Me H Me H H Me Ph(2-CF₃) 15-30 Me Me H Me H H Me Ph(2-F-6-Cl) 15-31 Me Me H H Me H H Ph(2-F) 15-32 Me Me H H Me H H Ph(2,6-F₂) 15-33 Me Me H H Me H H Ph(2-Cl) 15-34 Me Me H H Me H H Ph(2-Me) 15-35 Me Me H H Me H H Ph(2-CF₃) 15-36 Me Me H H Me H H Ph(2-F-6-Cl) 15-37 Me Me H H Me Me H Ph(2-F) 15-38 Me Me H H Me Me H Ph(2,6-F₂) 15-39 Me Me H H Me Me H Ph(2-Cl) 15-40 Me Me H H Me Me H Ph(2-Me) 15-41 Me Me H H Me Me H Ph(2-CF₃) 15-42 Me Me H H Me Me H Ph(2-F-6-Cl) 15-43 Me Me H H Me H Me Ph(2-F) 15-44 Me Me H H Me H Me Ph(2,6-F₂) 15-45 Me Me H H Me H Me Ph(2-Cl) 15-46 Me Me H H Me H Me Ph(2-Me) 15-47 Me Me H H Me H Me Ph(2-CF₃) 15-48 Me Me H H Me H Me Ph(2-F-6-Cl) 15-49 Me Me H H H Cl H Ph(2-F) 15-50 Me Me H H H Cl H Ph(2,6-F₂) 15-51 Me Me H H H Cl H Ph(2-Cl) 15-52 Me Me H H H Cl H Ph(2-Me) 15-53 Me Me H H H Cl H Ph(2-CF₃) 15-54 Me Me H H H Cl H Ph(2-F-6-Cl) 15-55 Me Me H H H H Cl Ph(2-F) 15-56 Me Me H H H H Cl Ph(2,6-F₂) 15-57 Me Me H H H H Cl Ph(2-Cl) 15-58 Me Me H H H H Cl Ph(2-Me) 15-59 Me Me H H H H Cl Ph(2-CF₃) 15-60 Me Me H H H H Cl Ph(2-F-6-Cl) 15-61 Me Me H Cl H H H Ph(2-F) 15-62 Me Me H Cl H H H Ph(2,6-F₂) 15-63 Me Me H Cl H H H Ph(2-Cl) 15-64 Me Me H Cl H H H Ph(2-Me) 15-65 Me Me H Cl H H H Ph(2-CF₃) 15-66 Me Me H Cl H H H Ph(2-F-6-Cl) 15-67 Me Me H Me H Cl H Ph(2-F) 15-68 Me Me H Me H Cl H Ph(2,6-F₂) 15-69 Me Me H Me H Cl H Ph(2-Cl) 15-70 Me Me H Me H Cl H Ph(2-Me) 15-71 Me Me H Me H Cl H Ph(2-CF₃) 15-72 Me Me H Me H Cl H Ph(2-F-6-Cl) 15-73 Me Me H Me H H Cl Ph(2-F) 15-74 Me Me H Me H H Cl Ph(2,6-F₂) 15-75 Me Me H Me H H Cl Ph(2-Cl) 15-76 Me Me H Me H H Cl Ph(2-Me) 15-77 Me Me H Me H H Cl ph(2-CF₃) 15-78 Me Me H Me H H Cl ph(2-F-6-Cl) 15-79 Me Me H H Cl H H Ph(2-F) 15-80 Me Me H H Cl H H Ph(2,6-F₂) 15-81 Me Me H H Cl H H Ph(2-Cl) 15-82 Me Me H H Cl H H Ph(2-Me) 15-83 Me Me H H Cl H H Ph(2-CF₃) 15-84 Me Me H H Cl H H Ph(2-F-6-Cl) 15-85 Me Me H H Me Cl H Ph(2-F) 15-86 Me Me H H Me Cl H Ph(2,6-F₂) 15-87 Me Me H H Me Cl H Ph(2-Cl) 15-88 Me Me H H Me Cl H Ph(2-Me) 15-89 Me Me H H Me Cl H Ph(2-CF₃) 15-90 Me Me H H Me Cl H Ph(2-F-6-Cl) 15-91 Me Me H H Me H Cl Ph(2-F) 15-92 Me Me H H Me H Cl Ph(2,6-F₂) 15-93 Me Me H H Me H Cl Ph(2-Cl) 15-94 Me Me H H Me H Cl Ph(2-Me) 15-95 Me Me H H Me H Cl Ph(2-CF₃) 15-96 Me Me H H Me H Cl Ph(2-F-6-Cl)

[0255] TABLE 16

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 16-1  Me Me H H F Me H Ph(2-F) 16-2  Me Me H H F Me H Ph(2,6-F₂) 16-3  Me Me H H F Me H Ph(2-Cl) 16-4  Me Me H H F Me H Ph(2-Me) 16-5  Me Me H H F Me H Ph(2-CF₃) 16-6  Me Me H H F Me H Ph(2-F-6-Cl) 16-7  Me Me H H F H Me Ph(2-F) 16-8  Me Me H H F H Me Ph(2,6-F₂) 16-9  Me Me H H F H Me Ph(2-Cl) 16-10 Me Me H H F H Me Ph(2-Me) 16-11 Me Me H H F H Me Ph(2-CF₃) 16-12 Me Me H H F H Me Ph(2-F-6-Cl) 16-13 Me Me H F H H H Ph(2-F) 16-14 Me Me H F H H H Ph(2,6-F₂) 16-15 Me Me H F H H H Ph(2-Cl) 16-16 Me Me H F H H H Ph(2-Me) 16-17 Me Me H F H H H Ph(2-CF₃) 16-18 Me Me H F H H H Ph(2-F-6-Cl) 16-19 Me Me H F H Me H Ph(2-F) 16-20 Me Me H F H Me H Ph(2,6-F₂) 16-21 Me Me H F H Me H Ph(2-Cl) 16-22 Me Me H F H Me H Ph(2-Me) 16-23 Me Me H F H Me H Ph(2-CF₃) 16-24 Me Me H F H Me H Ph(2-F-6-Cl) 16-25 Me Me H F H H Me Ph(2-F) 16-26 Me Me H F H H Me Ph(2,6-F₂) 16-27 Me Me H F H H Me Ph(2-Cl) 16-28 Me Me H F H H Me Ph(2-Me) 16-29 Me Me H F H H Me Ph(2-CF₃) 16-30 Me Me H F H H Me Ph(2-F-6-Cl) 16-31 Me Me H F F H H Ph(2-F) 16-32 Me Me H F F H H Ph(2,6-F₂) 125-128 16-33 Me Me H F F H H Ph(2-Cl) 16-34 Me Me H F F H H Ph(2-Me) 16-35 Me Me H F F H H Ph(2-CF₃) 16-36 Me Me H F F H H Ph(2-F-6-Cl) 16-37 Me Me H F F Me H Ph(2-F) 110-112 16-38 Me Me H F F Me H Ph(2,6-F₂) 128-130 16-39 Me Me H F F Me H Ph(2-Cl) 16-40 Me Me H F F Me H Ph(2-Me) 16-41 Me Me H F F Me H Ph(2-CF₃) 16-42 Me Me H F F Me H Ph(2-F-6-Cl) 16-43 Me Me H F F H Me Ph(2-F) 16-44 Me Me H F F H Me Ph(2,6-F₂) 16-45 Me Me H F F H Me Ph(2-Cl) 16-46 Me Me H F F H Me Ph(2-Me) 16-47 Me Me H F F H Me Ph(2-CF₃) 16-48 Me Me H F F H Me Ph(2-F-6-Cl) 16-49 Me Me H H F Cl H Ph(2-F) 16-50 Me Me H H F Cl H Ph(2,6-F₂) 16-51 Me Me H H F Cl H Ph(2-Cl) 16-52 Me Me H H F Cl H Ph(2-Me) 16-53 Me Me H H F Cl H Ph(2-CF₃) 16-54 Me Me H H F Cl H Ph(2-F-6-Cl) 16-55 Me Me H H F H Cl Ph(2-F) 16-56 Me Me H H F H Cl Ph(2,6-F₂) 16-57 Me Me H H F H Cl Ph(2-Cl) 16-58 Me Me H H F H Cl Ph(2-Me) 16-59 Me Me H H F H Cl Ph(2-CF₃) 16-60 Me Me H H F H Cl Ph(2-F-6-Cl) 16-61 Me Me H F H Cl H Ph(2-F) 16-62 Me Me H F H Cl H Ph(2,6-F₂) 16-63 Me Me H F H Cl H Ph(2-Cl) 16-64 Me Me H F H Cl H Ph(2-Me) 16-65 Me Me H F H Cl H Ph(2-CF₃) 16-66 Me Me H F H Cl H Ph(2-F-6-Cl) 16-67 Me Me H F H H Cl Ph(2-F) 16-68 Me Me H F H H Cl Ph(2,6-F₂) 16-69 Me Me H F H H Cl Ph(2-Cl) 16-70 Me Me H F H H Cl Ph(2-Me) 16-71 Me Me H F H H Cl Ph(2-CF₃) 16-72 Me Me H F H H Cl Ph(2-F-6-Cl) 16-73 Me Me H F F Cl H Ph(2-F) 16-74 Me Me H F F Cl H Ph(2,6-F₂) 16-75 Me Me H F F Cl H Ph(2-Cl) 16-76 Me Me H F F Cl H Ph(2-Me) 16-77 Me Me H F F Cl H Ph(2-CF₃) 16-78 Me Me H F F Cl H Ph(2-F-6-Cl) 16-79 Me Me H F F H Cl Ph(2-F) 16-80 Me Me H F F H Cl Ph(2,6-F₂) 16-81 Me Me H F F H Cl Ph(2-Cl) 16-82 Me Me H F F H Cl Ph(2-Me) 16-83 Me Me H F F H Cl Ph(2-CF₃) 16-84 Me Me H F F H Cl Ph(2-F-6-Cl)

[0256] TABLE 17

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 17-1  Me Me H F H H H Ph(2-F) 17-2  Me Me H F H H H Ph(2,6-F₂) 17-3  Me Me H F H H H Ph(2-Cl) 17-4  Me Me H F H H H Ph(2-Me) 17-5  Me Me H F H H H Ph(2-CF₃) 17-6  Me Me H F H H H Ph(2-F-6-Cl) 17-7  Me Me H F H Me H Ph(2-F) 17-8  Me Me H F H Me H Ph(2,6-F₂) 17-9  Me Me H F H Me H Ph(2-Cl) 17-10 Me Me H F H Me H Ph(2-Me) 17-11 Me Me H F H Me H Ph(2-CF₃) 17-12 Me Me H F H Me H Ph(2-F-6-Cl) 17-13 Me Me H F Cl H H Ph(2-F) 17-14 Me Me H F Cl H H Ph(2,6-F₂) 17-15 Me Me H F Cl H H Ph(2-Cl) 17-16 Me Me H F Cl H H Ph(2-Me) 17-17 Me Me H F Cl H H Ph(2-CF₃) 17-18 Me Me H F Cl H H Ph(2-F-6-Cl) 17-19 Me Me H F Cl Me H Ph(2-F) 17-20 Me Me H F Cl Me H Ph(2,6-F₂) 17-21 Me Me H F Cl Me H Ph(2-Cl) 17-22 Me Me H F Cl Me H Ph(2-Me) 17-23 Me Me H F Cl Me H Ph(2-CF₃) 17-24 Me Me H F Cl Me H Ph(2-F-6-Cl) 17-25 Me Me H H F H H Ph(2-F) 17-26 Me Me H H F H H Ph(2,6-F₂) 17-27 Me Me H H F H H Ph(2-Cl) 17-28 Me Me H H F H H Ph(2-Me) 17-29 Me Me H H F H H Ph(2-CF₃) 17-30 Me Me H H F H H Ph(2-F-6-Cl) 17-31 Me Me H H F Me H Ph(2-F) 17-32 Me Me H H F Me H Ph(2,6-F₂) 17-33 Me Me H H F Me H Ph(2-Cl) 17-34 Me Me H H F Me H Ph(2-Me) 17-35 Me Me H H F Me H Ph(2-CF₃) 17-36 Me Me H H F Me H Ph(2-F-6-Cl) 17-37 Me Me H Cl F H H Ph(2-F) 17-38 Me Me H Cl F H H Ph(2,6-F₂) 17-39 Me Me H Cl F H H Ph(2-Cl) 17-40 Me Me H Cl F H H Ph(2-Me) 17-41 Me Me H Cl F H H Ph(2-CF₃) 17-42 Me Me H Cl F H H Ph(2-F-6-Cl) 17-43 Me Me H Cl F Me H Ph(2-F) 17-44 Me Me H Cl F Me H Ph(2,6-F₂) 17-45 Me Me H Cl F Me H Ph(2-Cl) 17-46 Me Me H Cl F Me H Ph(2-Me) 17-47 Me Me H Cl F Me H Ph(2-CF₃) 17-48 Me Me H Cl F Me H Ph(2-F-6-Cl) 17-49 Me Me H F H Cl H Ph(2-F) 17-50 Me Me H F H Cl H Ph(2,6-F₂) 17-51 Me Me H F H Cl H Ph(2-Cl) 17-52 Me Me H F H Cl H Ph(2-Me) 17-53 Me Me H F H Cl H Ph(2-CF₃) 17-54 Me Me H F H Cl H Ph(2-F-6-Cl) 17-55 Me Me H F Cl Cl H Ph(2-F) 17-56 Me Me H F Cl Cl H Ph(2,6-F₂) 17-57 Me Me H F Cl Cl H Ph(2-Cl) 17-58 Me Me H F Cl Cl H Ph(2-Me) 17-59 Me Me H F Cl Cl H Ph(2-CF₃) 17-60 Me Me H F Cl Cl H Ph(2-F-6-Cl) 17-61 Me Me H H F Cl H Ph(2-F) 17-62 Me Me H H F Cl H Ph(2,6-F₂) 17-63 Me Me H H F Cl H Ph(2-Cl) 17-64 Me Me H H F Cl H Ph(2-Me) 17-65 Me Me H H F Cl H Ph(2-CF₃) 17-66 Me Me H H F Cl H Ph(2-F-6-Cl) 17-67 Me Me H Cl F Cl H Ph(2-F) 17-68 Me Me H Cl F Cl H Ph(2,6-F₂) 17-69 Me Me H Cl F Cl H Ph(2-Cl) 17-70 Me Me H Cl F Cl H Ph(2-Me) 17-71 Me Me H Cl F Cl H Ph(2-CF₃) 17-72 Me Me H Cl F Cl H Ph(2-F-6-Cl)

[0257] TABLE 18

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 18-1  Me Me H H H H H Ph(2-F) 18-2  Me Me H H H H H Ph(2,6-F₂) 18-3  Me Me H H H H H Ph(2-Cl) 18-4  Me Me H H H H H Ph(2-Me) 18-5  Me Me H H H H H Ph(2-CF₃) 18-6  Me Me H H H H H Ph(2-F-6-Cl) 18-7  Me Me H H H Me H Ph(2-F) 18-8  Me Me H H H Me H Ph(2,6-F₂) 18-9  Me Me H H H Me H Ph(2-Cl) 18-10 Me Me H H H Me H Ph(2-Me) 18-11 Me Me H H H Me H Ph(2-CF₃) 18-12 Me Me H H H Me H Ph(2-F-6-Cl) 18-13 Me Me H F H H H Ph(2-F) 18-14 Me Me H F H H H Ph(2,6-F₂) 18-15 Me Me H F H H H Ph(2-Cl) 18-16 Me Me H F H H H Ph(2-Me) 18-17 Me Me H F H H H Ph(2-CF₃) 18-18 Me Me H F H H H Ph(2-F-6-Cl) 18-19 Me Me H F H Me H Ph(2-F) 18-20 Me Me H F H Me H Ph(2,6-F₂) 18-21 Me Me H F H Me H Ph(2-Cl) 18-22 Me Me H F H Me H Ph(2-Me) 18-23 Me Me H F H Me H Ph(2-CF₃) 18-24 Me Me H F H Me H Ph(2-F-6-Cl) 18-25 Me Me H F H H Me Ph(2-F) 18-26 Me Me H F H H Me Ph(2,6-F₂) 18-27 Me Me H F H H Me Ph(2-Cl) 18-28 Me Me H F H H Me Ph(2-Me) 18-29 Me Me H F H H Me Ph(2-CF₃) 18-30 Me Me H F H H Me Ph(2-F-6-Cl) 18-31 Me Me H F F H H Ph(2-F) 18-32 Me Me H F F H H Ph(2,6-F₂) 18-33 Me Me H F F H H Ph(2-Cl) 18-34 Me Me H F F H H Ph(2-Me) 18-35 Me Me H F F H H Ph(2-CF₃) 18-36 Me Me H F F H H Ph(2-F-6-Cl) 18-37 Me Me H F F Me H Ph(2-F) 18-38 Me Me H F F Me H Ph(2,6-F₂) 18-39 Me Me H F F Me H Ph(2-Cl) 18-40 Me Me H F F Me H Ph(2-Me) 18-41 Me Me H F F Me H Ph(2-CF₃) 18-42 Me Me H F F Me H Ph(2-F-6-Cl) 18-43 Me Me H F F H Me Ph(2-F) 18-44 Me Me H F F H Me Ph(2,6-F₂) 18-45 Me Me H F F H Me Ph(2-Cl) 18-46 Me Me H F F H Me Ph(2-Me) 18-47 Me Me H F F H Me Ph(2-CF₃) 18-48 Me Me H F F H Me Ph(2-F-6-Cl)

[0258] TABLE 19

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 19-1  Me Me H H H Ph(2-F) 19-2  Me Me H H H Ph(2,6-F₂) 19-3  Me Me H H H Ph(2-Cl) 19-4  Me Me H H H Ph(2-Me) 19-5  Me Me H H H Ph(2-CF₃) 19-6  Me Me H H H Ph(2-F-6-Cl) 19-7  Me Me H H Cl Ph(2-F) 19-8  Me Me H H Cl Ph(2,6-F₂) 19-9  Me Me H H Cl Ph(2-Cl) 19-10 Me Me H H Cl Ph(2-Me) 19-11 Me Me H H Cl Ph(2-CF₃) 19-12 Me Me H H Cl Ph(2-F-6-Cl) 19-13 Me Me H H Me Ph(2-F) 19-14 Me Me H H Me Ph(2,6-F₂) 19-15 Me Me H H Me Ph(2-Cl) 19-16 Me Me H H Me Ph(2-Me) 19-17 Me Me H H Me Ph(2-CF₃) 19-18 Me Me H H Me Ph(2-F-6-Cl) 19-19 Me Me H H OMe Ph(2-F) 19-20 Me Me H H OMe Ph(2,6-F₂) 19-21 Me Me H H OMe Ph(2-Cl) 19-22 Me Me H H OMe Ph(2-Me) 19-23 Me Me H H OMe Ph(2-CF₃) 19-24 Me Me H H OMe Ph(2-F-6-Cl) 19-25 Me Me H F H Ph(2-F) 19-26 Me Me H F H Ph(2,6-F₂) 19-27 Me Me H F H Ph(2-Cl) 19-28 Me Me H F H Ph(2-Me) 19-29 Me Me H F H Ph(2-CF₃) 19-30 Me Me H F H Ph(2-F-6-Cl) 19-31 Me Me H F Cl Ph(2-F) 19-32 Me Me H F Cl Ph(2,6-F₂) 19-33 Me Me H F Cl Ph(2-Cl) 19-34 Me Me H F Cl Ph(2-Me) 19-35 Me Me H F Cl Ph(2-CF₃) 19-36 Me Me H F Cl Ph(2-F-6-Cl) 19-37 Me Me H F Me Ph(2-F) 19-38 Me Me H F Me Ph(2,6-F₂) 19-39 Me Me H F Me Ph(2-Cl) 19-40 Me Me H F Me Ph(2-Me) 19-41 Me Me H F Me Ph(2-CF₃) 19-42 Me Me H F Me Ph(2-F-6-Cl) 19-43 Me Me H F OMe Ph(2-F) 19-44 Me Me H F OMe Ph(2,6-F₂) 19-45 Me Me H F OMe Ph(2-Cl) 19-46 Me Me H F OMe Ph(2-Me) 19-47 Me Me H F OMe Ph(2-CF₃) 19-48 Me Me H F OMe Ph(2-F-6-Cl) 19-49 Me Me H H Br Ph(2-F) 19-50 Me Me H H Br Ph(2,6-F₂) 19-51 Me Me H H Br Ph(2-Cl) 19-52 Me Me H H Br Ph(2-Me) 19-53 Me Me H H Br Ph(2-CF₃) 19-54 Me Me H H Br Ph(2-F-6-Cl) 19-55 Me Me H H CF₃ Ph(2-F) 19-56 Me Me H H CF₃ Ph(2,6-F₂) 19-57 Me Me H H CF₃ Ph(2-Cl) 19-58 Me Me H H CF₃ Ph(2-Me) 19-59 Me Me H H CF₃ Ph(2-CF₃) 19-60 Me Me H H CF₃ Ph(2-F-6-Cl) 19-61 Me Me H H OCF₃ Ph(2-F) 19-62 Me Me H H OCF₃ Ph(2,6-F₂) 19-63 Me Me H H OCF₃ Ph(2-Cl) 19-64 Me Me H H OCF₃ Ph(2-Me) 19-65 Me Me H H OCF₃ Ph(2-CF₃) 19-66 Me Me H H OCF₃ Ph(2-F-6-Cl) 19-67 Me Me H H OCH₂CF₃ Ph(2-F) 19-68 Me Me H H OCH₂CF₃ Ph(2,6-F₂) 19-69 Me Me H H OCH₂CF₃ Ph(2-Cl) 19-70 Me Me H H OCH₂CF₃ Ph(2-Me) 19-71 Me Me H H OCH₂CF₃ Ph(2-CF₃) 19-72 Me Me H H OCH₂CF₃ Ph(2-F-6-Cl) 19-73 Me Me H H OCHF₂ Ph(2-F) 19-74 Me Me H H OCHF₂ Ph(2,6-F₂) 19-75 Me Me H H OCHF₂ Ph(2-Cl) 19-76 Me Me H H OCHF₂ Ph(2-Me) 19-77 Me Me H H OCHF₂ Ph(2-CF₃) 19-78 Me Me H H OCHF₂ Ph(2-F-6-Cl) 19-79 Me Me H F Br Ph(2-F) 19-80 Me Me H F Br Ph(2,6-F₂) 19-81 Me Me H F Br Ph(2-Cl) 19-82 Me Me H F Br Ph(2-Me) 19-83 Me Me H F Br Ph(2-CF₃) 19-84 Me Me H F Br Ph(2-F-6-Cl) 19-85 Me Me H F CF₃ Ph(2-F) 19-86 Me Me H F CF₃ Ph(2,6-F₂) 19-87 Me Me H F CF₃ Ph(2-Cl) 19-88 Me Me H F CF₃ Ph(2-Me) 19-89 Me Me H F CF₃ Ph(2-CF₃) 19-90 Me Me H F CF₃ Ph(2-F-6-Cl) 19-91 Me Me H F OCF₃ Ph(2-F) 19-92 Me Me H F OCF₃ Ph(2,6-F₂) 19-93 Me Me H F OCF₃ Ph(2-Cl) 19-94 Me Me H F OCF₃ Ph(2-Me) 19-95 Me Me H F OCF₃ Ph(2-CF₃) 19-96 Me Me H F OCF₃ Ph(2-F-6-Cl) 19-97 Me Me H F OCH₂CF₃ Ph(2-F) 19-98 Me Me H F OCH₂CF₃ Ph(2,6-F₂) 19-99 Me Me H F OCH₂CF₃ Ph(2-Cl)  19-100 Me Me H F OCH₂CF₃ Ph(2-Me)  19-101 Me Me H F OCH₂CF₃ Ph(2-CF₃)  19-102 Me Me H F OCH₂CF₃ Ph(2-F-6-Cl)  19-103 Me Me H F OCHF₂ Ph(2-F)  19-104 Me Me H F OCHF₂ Ph(2,6-F₂)  19-105 Me Me H F OCHF₂ Ph(2-Cl)  19-106 Me Me H F OCHF₂ Ph(2-Me)  19-107 Me Me H F OCHF₂ Ph(2-CF₃)  19-108 Me Me H F OCHF₂ Ph(2-F-6-Cl)

[0259] TABLE 20

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 20-1  Me Me H H H Ph(2-F) 20-2  Me Me H H H Ph(2,6-F₂) 20-3  Me Me H H H Ph(2-Cl) 20-4  Me Me H H H Ph(2-Me) 20-5  Me Me H H H Ph(2-CF₃) 20-6  Me Me H H H Ph(2-F-6-Cl) 20-7  Me Me H H Cl Ph(2-F) 20-8  Me Me H H Cl Ph(2,6-F₂) 20-9  Me Me H H Cl Ph(2-Cl) 20-10 Me Me H H Cl Ph(2-Me) 20-11 Me Me H H Cl Ph(2-CF₃) 20-12 Me Me H H Cl Ph(2-F-6-Cl) 20-13 Me Me H H Me Ph(2-F) 20-14 Me Me H H Me Ph(2,6-F₂) 20-15 Me Me H H Me Ph(2-Cl) 20-16 Me Me H H Me Ph(2-Me) 20-17 Me Me H H Me Ph(2-CF₃) 20-18 Me Me H H Me Ph(2-F-6-Cl) 20-19 Me Me H H OMe Ph(2-F) 20-20 Me Me H H OMe Ph(2,6-F₂) 20-21 Me Me H H OMe Ph(2-Cl) 20-22 Me Me H H OMe Ph(2-Me) 20-23 Me Me H H OMe Ph(2-CF₃) 20-24 Me Me H H OMe Ph(2-F-6-Cl) 20-25 Me Me H F H Ph(2-F) 20-26 Me Me H F H Ph(2,6-F₂) 20-27 Me Me H F H Ph(2-Cl) 20-28 Me Me H F H Ph(2-Me) 20-29 Me Me H F H Ph(2-CF₃) 20-30 Me Me H F H Ph(2-F-6-Cl) 20-31 Me Me H F Cl Ph(2-F) 20-32 Me Me H F Cl Ph(2,6-F₂) 20-33 Me Me H F Cl Ph(2-Cl) 20-34 Me Me H F Cl Ph(2-Me) 20-35 Me Me H F Cl Ph(2-CF₃) 20-36 Me Me H F Cl Ph(2-F-6-Cl) 20-37 Me Me H F Me Ph(2-F) 20-38 Me Me H F Me Ph(2,6-F₂) 20-39 Me Me H F Me Ph(2-Cl) 20-40 Me Me H F Me Ph(2-Me) 20-41 Me Me H F Me Ph(2-CF₃) 20-42 Me Me H F Me Ph(2-F-6-Cl) 20-43 Me Me H F OMe Ph(2-F) 20-44 Me Me H F OMe Ph(2,6-F₂) 20-45 Me Me H F OMe Ph(2-Cl) 20-46 Me Me H F OMe Ph(2-Me) 20-47 Me Me H F OMe Ph(2-CF₃) 20-48 Me Me H F OMe Ph(2-F-6-Cl) 20-49 Me Me H H Br Ph(2-F) 20-50 Me Me H H Br Ph(2,6-F₂) 20-51 Me Me H H Br Ph(2-Cl) 20-52 Me Me H H Br Ph(2-Me) 20-53 Me Me H H Br Ph(2-CF₃) 20-54 Me Me H H Br Ph(2-F-6-Cl) 20-55 Me Me H H CF₃ Ph(2-F) 20-56 Me Me H H CF₃ Ph(2,6-F₂) 20-57 Me Me H H CF₃ Ph(2-Cl) 20-58 Me Me H H CF₃ Ph(2-Me) 20-59 Me Me H H CF₃ Ph(2-CF₃) 20-60 Me Me H H CF₃ Ph(2-F-6-Cl) 20-61 Me Me H H OCF₃ Ph(2-F) 20-62 Me Me H H OCF₃ Ph(2,6-F₂) 20-63 Me Me H H OCF₃ Ph(2-Cl) 20-64 Me Me H H OCF₃ Ph(2-Me) 20-65 Me Me H H OCF₃ Ph(2-CF₃) 20-66 Me Me H H OCF₃ Ph(2-F-6-Cl) 20-67 Me Me H H OCH₂CF₃ Ph(2-F) 20-68 Me Me H H OCH₂CF₃ Ph(2,6-F₂) 20-69 Me Me H H OCH₂CF₃ Ph(2-Cl) 20-70 Me Me H H OCH₂CF₃ Ph(2-Me) 20-71 Me Me H H OCH₂CF₃ Ph(2-CF₃) 20-72 Me Me H H OCH₂CF₃ Ph(2-F-6-Cl) 20-73 Me Me H H OCHF₂ Ph(2-F) 20-74 Me Me H H OCHF₂ Ph(2,6-F₂) 20-75 Me Me H H OCHF₂ Ph(2-Cl) 20-76 Me Me H H OCHF₂ Ph(2-Me) 20-77 Me Me H H OCHF₂ Ph(2-CF₃) 20-78 Me Me H H OCHF₂ Ph(2-F-6-Cl) 20-79 Me Me H F Br Ph(2-F) 20-80 Me Me H F Br Ph(2,6-F₂) 20-81 Me Me H F Br Ph(2-Cl) 20-82 Me Me H F Br Ph(2-Me) 20-83 Me Me H F Br Ph(2-CF₃) 20-84 Me Me H F Br Ph(2-F-6-Cl) 20-85 Me Me H F CF₃ Ph(2-F) 20-86 Me Me H F CF₃ Ph(2,6-F₂) 20-87 Me Me H F CF₃ Ph(2-Cl) 20-88 Me Me H F CF₃ Ph(2-Me) 20-89 Me Me H F CF₃ Ph(2-CF₃) 20-90 Me Me H F CF₃ Ph(2-F-6-Cl) 20-91 Me Me H F OCF₃ Ph(2-F) 20-92 Me Me H F OCF₃ Ph(2,6-F₂) 20-93 Me Me H F OCF₃ Ph(2-Cl) 20-94 Me Me H F OCF₃ Ph(2-Me) 20-95 Me Me H F OCF₃ Ph(2-CF₃) 20-96 Me Me H F OCF₃ Ph(2-F-6-Cl) 20-97 Me Me H F OCH₂CF₃ Ph(2-F) 20-98 Me Me H F OCH₂CF₃ Ph(2,6-F₂) 20-99 Me Me H F OCH₂CF₃ Ph(2-Cl)  20-100 Me Me H F OCH₂CF₃ Ph(2-Me)  20-101 Me Me H F OCH₂CF₃ Ph(2-CF₃)  20-102 Me Me H F OCH₂CF₃ Ph(2-F-6-Cl)  20-103 Me Me H F OCHF₂ Ph(2-F)  20-104 Me Me H F OCHF₂ Ph(2,6-F₂)  20-105 Me Me H F OCHF₂ Ph(2-Cl)  20-106 Me Me H F OCHF₂ Ph(2-Me)  20-107 Me Me H F OCHF₂ Ph(2-CF₃)  20-108 Me Me H F OCHF₂ Ph(2-F-6-Cl)

[0260] TABLE 21

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 21-1  Me Me H H H H H Ph(2-F) 21-2  Me Me H H H H H Ph(2,6-F₂) 21-3  Me Me H H H H H Ph(2-Cl) 21-4  Me Me H H H H H Ph(2-Me) 21-5  Me Me H H H H H Ph(2-CF₃) 21-6  Me Me H H H H H Ph(2-F-6-Cl) 21-7  Me Me H H H Cl H Ph(2-F) 21-8  Me Me H H H Cl H Ph(2,6-F₂) 21-9  Me Me H H H Cl H Ph(2-Cl) 21-10 Me Me H H H Cl H Ph(2-Me) 21-11 Me Me H H H Cl H Ph(2-CF₃) 21-12 Me Me H H H Cl H Ph(2-F-6-Cl) 21-13 Me Me H H H Me H Ph(2-F) 21-14 Me Me H H H Me H Ph(2,6-F₂) 21-15 Me Me H H H Me H Ph(2-Cl) 21-16 Me Me H H H Me H Ph(2-Me) 21-17 Me Me H H H Me H Ph(2-CF₃) 21-18 Me Me H H H Me H Ph(2-F-6-Cl) 21-19 Me Me H H H H Me Ph(2-F) 21-20 Me Me H H H H Me Ph(2,6-F₂) 21-21 Me Me H H H H Me Ph(2-Cl) 21-22 Me Me H H H H Me Ph(2-Me) 21-23 Me Me H H H H Me Ph(2-CF₃) 21-24 Me Me H H H H Me Ph(2-F-6-Cl) 21-25 Me Me H F F H H Ph(2-F) 21-26 Me Me H F F H H Ph(2,6-F₂) 21-27 Me Me H F F H H Ph(2-Cl) 21-28 Me Me H F F H H Ph(2-Me) 21-29 Me Me H F F H H Ph(2-CF₃) 21-30 Me Me H F F H H Ph(2-F-6-Cl) 21-31 Me Me H F F Cl H Ph(2-F) 21-32 Me Me H F F Cl H Ph(2,6-F₂) 21-33 Me Me H F F Cl H Ph(2-Cl) 21-34 Me Me H F F Cl H Ph(2-Me) 21-35 Me Me H F F Cl H Ph(2-CF₃) 21-36 Me Me H F F Cl H Ph(2-F-6-Cl) 21-37 Me Me H F F Me H Ph(2-F) 21-38 Me Me H F F Me H Ph(2,6-F₂) 21-39 Me Me H F F Me H Ph(2-Cl) 21-40 Me Me H F F Me H Ph(2-Me) 21-41 Me Me H F F Me H Ph(2-CF₃) 21-42 Me Me H F F Me H Ph(2-F-6-Cl) 21-43 Me Me H F F H Me Ph(2-F) 21-44 Me Me H F F H Me Ph(2,6-F₂) 21-45 Me Me H F F H Me Ph(2-Cl) 21-46 Me Me H F F H Me Ph(2-Me) 21-47 Me Me H F F H Me Ph(2-CF₃) 21-48 Me Me H F F H Me Ph(2-F-6-Cl) 21-49 Me Me H Me H H H Ph(2-F) 21-50 Me Me H Me H H H Ph(2,6-F₂) 21-51 Me Me H Me H H H Ph(2-Cl) 21-52 Me Me H Me H H H Ph(2-Me) 21-53 Me Me H Me H H H Ph(2-CF₃) 21-54 Me Me H Me H H H Ph(2-F-6-Cl) 21-55 Me Me H Me H Me H Ph(2-F) 21-56 Me Me H Me H Me H Ph(2,6-F₂) 21-57 Me Me H Me H Me H Ph(2-Cl) 21-58 Me Me H Me H Me H Ph(2-Me) 21-59 Me Me H Me H Me H Ph(2-CF₃) 21-60 Me Me H Me H Me H Ph(2-F-6-Cl) 21-61 Me Me H Me H H Me Ph(2-F) 21-62 Me Me H Me H H Me Ph(2,6-F₂) 21-63 Me Me H Me H H Me Ph(2-Cl) 21-64 Me Me H Me H H Me Ph(2-Me) 21-65 Me Me H Me H H Me Ph(2-CF₃) 21-66 Me Me H Me H H Me Ph(2-F-6-Cl) 21-67 Me Me H F H H H Ph(2-F) 21-68 Me Me H F H H H Ph(2,6-F₂) 21-69 Me Me H F H H H Ph(2-Cl) 21-70 Me Me H F H H H Ph(2-Me) 21-71 Me Me H F H H H Ph(2-CF₃) 21-72 Me Me H F H H H Ph(2-F-6-Cl) 21-73 Me Me H H F H H Ph(2-F) 21-74 Me Me H H F H H Ph(2,6-F₂) 21-75 Me Me H H F H H Ph(2-Cl) 21-76 Me Me H H F H H Ph(2-Me) 21-77 Me Me H H F H H Ph(2-CF₃) 21-78 Me Me H H F H H Ph(2-F-6-Cl) 21-79 Me Me H F H Me H Ph(2-F) 21-80 Me Me H F H Me H Ph(2,6-F₂) 21-81 Me Me H F H Me H Ph(2-Cl) 21-82 Me Me H F H Me H Ph(2-Me) 21-83 Me Me H F H Me H Ph(2-CF₃) 21-84 Me Me H F H Me H Ph(2-F-6-Cl) 21-85 Me Me H H F Me H Ph(2-F) 21-86 Me Me H H F Me H Ph(2,6-F₂) 21-87 Me Me H H F Me H Ph(2-Cl) 21-88 Me Me H H F Me H Ph(2-Me) 21-89 Me Me H H F Me H Ph(2-CF₃) 21-90 Me Me H H F Me H Ph(2-F-6-Cl) 21-91 Me Me H F H H Me Ph(2-F) 21-92 Me Me H F H H Me Ph(2,6-F₂) 21-93 Me Me H F H H Me Ph(2-Cl) 21-94 Me Me H F H H Me Ph(2-Me) 21-95 Me Me H F H H Me Ph(2-CF₃) 21-96 Me Me H F H H Me Ph(2-F-6-Cl) 21-97 Me Me H H F H Me Ph(2-F) 21-98 Me Me H H F H Me Ph(2,6-F₂) 21-99 Me Me H H F H Me Ph(2-Cl)  21-100 Me Me H H F H Me Ph(2-Me)  21-101 Me Me H H F H Me Ph(2-CF₃)  21-102 Me Me H H F H Me Ph(2-F-6-Cl)  21-103 Me Me H F H Cl H Ph(2-F)  21-104 Me Me H F H Cl H Ph(2,6-F₂)  21-105 Me Me H F H Cl H Ph(2-Cl)  21-106 Me Me H F H Cl H Ph(2-Me)  21-107 Me Me H F H Cl H Ph(2-CF₃)  21-108 Me Me H F H Cl H Ph(2-F-6-Cl)  21-109 Me Me H H F Cl H Ph(2-F)  21-110 Me Me H H F Cl H Ph(2,6-F₂)  21-111 Me Me H H F Cl H Ph(2-Cl)  21-112 Me Me H H F Cl H Ph(2-Me)  21-113 Me Me H H F Cl H Ph(2-CF₃)  21-114 Me Me H H F Cl H Ph(2-F-6-Cl)  21-115 Me Me H F H H Cl Ph(2-F)  21-116 Me Me H F H H Cl Ph(2,6-F₂)  21-117 Me Me H F H H Cl Ph(2-Cl)  21-118 Me Me H F H H Cl Ph(2-Me)  21-119 Me Me H F H H Cl Ph(2-CF₃)  21-120 Me Me H F H H Cl Ph(2-F-6-Cl)  21-121 Me Me H H F H Cl Ph(2-F)  21-122 Me Me H H F H Cl Ph(2,6-F₂)  21-123 Me Me H H F H Cl Ph(2-Cl)  21-124 Me Me H H F H Cl Ph(2-Me)  21-125 Me Me H H F H Cl Ph(2-CF₃)  21-126 Me Me H H F H Cl Ph(2-F-6-Cl)  21-127 Me Me H Me H Cl H Ph(2-F)  21-128 Me Me H Me H Cl H Ph(2,6-F₂)  21-129 Me Me H Me H Cl H Ph(2-Cl)  21-130 Me Me H Me H Cl H Ph(2-Me)  21-131 Me Me H Me H Cl H Ph(2-CF₃)  21-132 Me Me H Me H Cl H Ph(2-F-6-Cl)  21-133 Me Me H Me H H Cl Ph(2-F)  21-134 Me Me H Me H H Cl Ph(2,6-F₂)  21-135 Me Me H Me H H Cl Ph(2-Cl)  21-136 Me Me H Me H H Cl Ph(2-Me)  21-137 Me Me H Me H H Cl Ph(2-CF₃)  21-138 Me Me H Me H H Cl Ph(2-F-6-Cl)

[0261] TABLE 22

Phys1cal Compound propert1es No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 22-1  Me Me H Me H H H Ph(2-F) 22-2  Me Me H Me H H H Ph(2,6-F₂) 22-3  Me Me H Me H H H Ph(2-Cl) 22-4  Me Me H Me H H H Ph(2-Me) 22-5  Me Me H Me H H H Ph(2-CF₃) 22-6  Me Me H Me H H H Ph(2-F-6-Cl) 22-7  Me Me H Me H Cl H Ph(2-F) 22-8  Me Me H Me H Cl H Ph(2,6-F₂) 22-9  Me Me H Me H Cl H Ph(2-Cl) 22-10 Me Me H Me H Cl H Ph(2-Me) 22-11 Me Me H Me H Cl H Ph(2-CF₃) 22-12 Me Me H Me H Cl H Ph(2-F-6-Cl) 22-13 Me Me H Me H Me H Ph(2-F) 22-14 Me Me H Me H Me H Ph(2,6-F₂) 22-15 Me Me H Me H Me H Ph(2-Cl) 22-16 Me Me H Me H Me H Ph(2-Me) 22-17 Me Me H Me H Me H Ph(2-CF₃) 22-18 Me Me H Me H Me H Ph(2-F-6-Cl) 22-19 Me Me H Me H H Me Ph(2-F) 22-20 Me Me H Me H H Me Ph(2,6-F₂) 22-21 Me Me H Me H H Me Ph(2-Cl) 22-22 Me Me H Me H H Me Ph(2-Me) 22-23 Me Me H Me H H Me Ph(2-CF₃) 22-24 Me Me H Me H H Me Ph(2-F-6-Cl) 22-25 Me Me H H Me H H Ph(2-F) 22-26 Me Me H H Me H H Ph(2,6-F₂) 22-27 Me Me H H Me H H Ph(2-Cl) 22-28 Me Me H H Me H H Ph(2-Me) 22-29 Me Me H H Me H H Ph(2-CF₃) 22-30 Me Me H H Me H H Ph(2-F-6-Cl) 22-31 Me Me H H Me Cl H Ph(2-F) 22-32 Me Me H H Me Cl H Ph(2,6-F₂) 22-33 Me Me H H Me Cl H Ph(2-Cl) 22-34 Me Me H H Me Cl H Ph(2-Me) 22-35 Me Me H H Me Cl H Ph(2-CF₃) 22-36 Me Me H H Me Cl H Ph(2-F-6-Cl) 22-37 Me Me H H Me Me H Ph(2-F) 22-38 Me Me H H Me Me H Ph(2,6-F₂) 22-39 Me Me H H Me Me H Ph(2-Cl) 22-40 Me Me H H Me Me H Ph(2-Me) 22-41 Me Me H H Me Me H Ph(2-CF₃) 22-42 Me Me H H Me Me H Ph(2-F-6-Cl) 22-43 Me Me H H Me H Me Ph(2-F) 22-44 Me Me H H Me H Me Ph(2,6-F₂) 22-45 Me Me H H Me H Me Ph(2-Cl) 22-46 Me Me H H Me H Me Ph(2-Me) 22-47 Me Me H H Me H Me Ph(2-CF₃) 22-48 Me Me H H Me H Me Ph(2-F-6-Cl)

[0262] TABLE 23

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 23-1  Me Me H H H H H Ph(2-F) 23-1  Me Me H H H H H Ph(2-F) 23-2  Me Me H H H H H Ph(2,6-F₂) 23-3  Me Me H H H H H Ph(2-Cl) 23-4  Me Me H H H H H Ph(2-Me) 23-5  Me Me H H H H H Ph(2-CF₃) 23-6  Me Me H H H H H Ph(2-F-6-Cl) 23-7  Me Me H H H Cl H Ph(2-F) 23-8  Me Me H H H Cl H Ph(2,6-F₂) 23-9  Me Me H H H Cl H Ph(2-Cl) 23-10 Me Me H H H Cl H Ph(2-Me) 23-11 Me Me H H H Cl H Ph(2-CF₃) 23-12 Me Me H H H Cl H Ph(2-F-6-Cl) 23-13 Me Me H H H Me H Ph(2-F) 23-14 Me Me H H H Me H Ph(2,6-F₂) 23-15 Me Me H H H Me H Ph(2-Cl) 23-16 Me Me H H H Me H Ph(2-Me) 23-17 Me Me H H H Me H Ph(2-CF₃) 23-18 Me Me H H H Me H Ph(2-F-6-Cl) 23-19 Me Me H H H H Me Ph(2-F) 23-20 Me Me H H H H Me Ph(2,6-F₂) 23-21 Me Me H H H H Me Ph(2-Cl) 23-22 Me Me H H H H Me Ph(2-Me) 23-23 Me Me H H H H Me Ph(2-CF₃) 23-24 Me Me H H H H Me Ph(2-F-6-Cl) 23-25 Me Me H F F H H Ph(2-F) 23-26 Me Me H F F H H Ph(2,6-F₂) 23-27 Me Me H F F H H Ph(2-Cl) 23-28 Me Me H F F H H Ph(2-Me) 23-29 Me Me H F F H H Ph(2-CF₃) 23-30 Me Me H F F H H Ph(2-F-6-Cl) 23-31 Me Me H F F Cl H Ph(2-F) 23-32 Me Me H F F Cl H Ph(2,6-F₂) 23-33 Me Me H F F Cl H Ph(2-Cl) 23-34 Me Me H F F Cl H Ph(2-Me) 23-35 Me Me H F F Cl H Ph(2-CF₃) 23-36 Me Me H F F Cl H Ph(2-F-6-Cl) 23-37 Me Me H F F Me H Ph(2-F) 23-38 Me Me H F F Me H Ph(2,6-F₂) 23-39 Me Me H F F Me H Ph(2-Cl) 23-40 Me Me H F F Me H Ph(2-Me) 23-41 Me Me H F F Me H Ph(2-CF₃) 23-42 Me Me H F F Me H Ph(2-F-6-Cl) 23-43 Me Me H F F H Me Ph(2-F) 23-44 Me Me H F F H Me Ph(2,6-F₂) 23-45 Me Me H F F H Me Ph(2-Cl) 23-46 Me Me H F F H Me Ph(2-Me) 23-47 Me Me H F F H Me Ph(2-CF₃) 23-48 Me Me H F F H Me Ph(2-F-6-Cl) 23-49 Me Me H H H H Cl Ph(2-F) 23-50 Me Me H H H H Cl Ph(2,6-F₂) 23-51 Me Me H H H H Cl Ph(2-Cl) 23-52 Me Me H H H H Cl Ph(2-Me) 23-53 Me Me H H H H Cl Ph(2-CF₃) 23-54 Me Me H H H H Cl Ph(2-F-6-Cl) 23-55 Me Me H F F H Cl Ph(2-F) 23-56 Me Me H F F H Cl Ph(2,6-F₂) 23-57 Me Me H F F H Cl Ph(2-Cl) 23-58 Me Me H F F H Cl Ph(2-Me) 23-59 Me Me H F F H Cl Ph(2-CF₃) 23-60 Me Me H F F H Cl Ph(2-F-6-Cl) 23-61 Me Me H F H Cl H Ph(2-F) 23-62 Me Me H F H Cl H Ph(2,6-F₂) 23-63 Me Me H F H Cl H Ph(2-Cl) 23-64 Me Me H F H Cl H Ph(2-Me) 23-65 Me Me H F H Cl H Ph(2-CF₃) 23-66 Me Me H F H Cl H Ph(2-F-6-Cl) 23-67 Me Me H H F Cl H Ph(2-F) 23-68 Me Me H H F Cl H Ph(2,6-F₂) 23-69 Me Me H H F Cl H Ph(2-Cl) 23-70 Me Me H H F Cl H Ph(2-Me) 23-71 Me Me H H F Cl H Ph(2-CF₃) 23-72 Me Me H H F Cl H Ph(2-F-6-Cl) 23-73 Me Me H F H Me H Ph(2-F) 23-74 Me Me H F H Me H Ph(2,6-F₂) 23-75 Me Me H F H Me H Ph(2-Cl) 23-76 Me Me H F H Me H Ph(2-Me) 23-77 Me Me H F H Me H Ph(2-CF₃) 23-78 Me Me H F H Me H Ph(2-F-6-Cl) 23-79 Me Me H H F Me H Ph(2-F) 23-80 Me Me H H F Me H Ph(2,6-F₂) 23-81 Me Me H H F Me H Ph(2-Cl) 23-82 Me Me H H F Me H Ph(2-Me) 23-83 Me Me H H F Me H Ph(2-CF₃) 23-84 Me Me H H F Me H Ph(2-F-6-Cl) 23-85 Me Me H F H H Cl Ph(2-F) 23-86 Me Me H F H H Cl Ph(2,6-F₂) 23-87 Me Me H F H H Cl Ph(2-Cl) 23-88 Me Me H F H H Cl Ph(2-Me) 23-89 Me Me H F H H Cl Ph(2-CF₃) 23-90 Me Me H F H H Cl Ph(2-F-6-Cl) 23-91 Me Me H H F H Me Ph(2-F) 23-92 Me Me H H F H Me Ph(2,6-F₂) 23-93 Me Me H H F H Me Ph(2-Cl) 23-94 Me Me H H F H Me Ph(2-Me) 23-95 Me Me H H F H Me Ph(2-CF₃) 23-96 Me Me H H F H Me Ph(2-F-6-Cl) 23-97 Me Me H F H H Me Ph(2-F) 23-98 Me Me H F H H Me Ph(2,6-F₂) 23-99 Me Me H F H H Me Ph(2-Cl)  23-100 Me Me H F H H Me Ph(2-Me)  23-101 Me Me H F H H Me Ph(2-CF₃)  23-102 Me Me H F H H Me Ph(2-F-6-Cl)  23-103 Me Me H H F H Me Ph(2-F)  23-104 Me Me H H F H Me Ph(2,6-F₂)  23-105 Me Me H H F H Me Ph(2-Cl)  23-106 Me Me H H F H Me Ph(2-Me)  23-107 Me Me H H F H Me Ph(2-CF₃)  23-108 Me Me H H F H Me Ph(2-F-6-Cl)

[0263] TABLE 24

Com- Physical pound properties No. R₁ R₂ R₃ X₁ X₂ X₃ X₄ B (mp ° C.) 24-1 Me Me H H H H H Ph(2-F) 24-2 Me Me H H H H H Ph(2,6-F₂) 24-3 Me Me H H H H H Ph(2-Cl) 24-4 Me Me H H H H H Ph(2-Me) 24-5 Me Me H H H H H Ph(2-CF₃) 24-6 Me Me H H H H H Ph(2-F-6-Cl) 24-7 Me Me H H H H Me Ph(2-F) 24-8 Me Me H H H H Me Ph(2,6-F₂) 24-9 Me Me H H H H Me Ph(2-Cl) 24-10 Me Me H H H H Me Ph(2-Me) 24-11 Me Me H H H H Me Ph(2-CF₃) 24-12 Me Me H H H H Me Ph(2-F-6-Cl) 24-13 Me Me H F H H H Ph(2-F) 24-14 Me Me H F H H H Ph(2,6-F₂) 24-15 Me Me H F H H H Ph(2-Cl) 24-16 Me Me H F H H H Ph(2-Me) 24-17 Me Me H F H H H Ph(2-CF₃) 24-18 Me Me H F H H H Ph(2-F-6-Cl) 24-19 Me Me H F H H Me Ph(2-F) 24-20 Me Me H F H H Me Ph(2,6-F₂) 24-21 Me Me H F H H Me Ph(2-Cl) 24-22 Me Me H F H H Me Ph(2-Me) 24-23 Me Me H F H H Me Ph(2-CF₃) 24-24 Me Me H F H H Me Ph(2-F-6-Cl) 24-25 Me Me H H F H H Ph(2-F) 24-26 Me Me H H F H H Ph(2,6-F₂) 24-27 Me Me H H F H H Ph(2-Cl) 24-28 Me Me H H F H H Ph(2-Me) 24-29 Me Me H H F H H Ph(2-CF₃) 24-30 Me Me H H F H H Ph(2-F-6-Cl) 24-31 Me Me H H F H Me Ph(2-F) 24-32 Me Me H H F H Me Ph(2,6-F₂) 24-33 Me Me H H F H Me Ph(2-Cl) 24-34 Me Me H H F H Me Ph(2-Me) 24-35 Me Me H H F H Me Ph(2-CF₃) 24-36 Me Me H H F H Me Ph(2-F-6-Cl) 24-37 Me Me H F F H H Ph(2-F) 24-38 Me Me H F F H H Ph(2,6-F₂) 24-39 Me Me H F F H H Ph(2-Cl) 24-40 Me Me H F F H H Ph(2-Me) 24-41 Me Me H F F H H Ph(2-CF₃) 24-42 Me Me H F F H H Ph(2-F-6-Cl) 24-43 Me Me H F F H Me Ph(2-F) 24-44 Me Me H F F H Me Ph(2,6-F₂) 24-45 Me Me H F F H Me Ph(2-Cl) 24-46 Me Me H F F H Me Ph(2-Me) 24-47 Me Me H F F H Me Ph(2-CF₃) 24-48 Me Me H F F H Me Ph(2-F-6-Cl) 24-49 Me Me H H H Me Me Ph(2-F) 24-50 Me Me H H H Me Me Ph(2,6-F₂) 24-51 Me Me H H H Me Me Ph(2-Cl) 24-52 Me Me H H H Me Me Ph(2-Me) 24-53 Me Me H H H Me Me Ph(2-CF₃) 24-54 Me Me H H H Me Me Ph(2-F-6-Cl) 24-55 Me Me H H H OMe Me Ph(2-F) 24-56 Me Me H H H OMe Me Ph(2,6-F₂) 24-57 Me Me H H H OMe Me Ph(2-Cl) 24-58 Me Me H H H OMe Me Ph(2-Me) 24-59 Me Me H H H OMe Me Ph(2-CF₃) 24-60 Me Me H H H OMe Me Ph(2-F-6-Cl) 24-61 Me Me H H H OH Me Ph(2-F) 24-62 Me Me H H H OH Me Ph(2,6-F₂) 24-63 Me Me H H H OH Me Ph(2-Cl) 24-64 Me Me H H H OH Me Ph(2-Me) 24-65 Me Me H H H OH Me Ph(2-CF₃) 24-66 Me Me H H H OH Me Ph(2-F-6-Cl) 24-67 Me Me H Me H H Me Ph(2-F) 24-68 Me Me H Me H H Me Ph(2,6-F₂) 24-69 Me Me H Me H H Me Ph(2-Cl) 24-70 Me Me H Me H H Me Ph(2-Me) 24-71 Me Me H Me H H Me Ph(2-CF₃) 24-72 Me Me H Me H H Me Ph(2-F-6-Cl) 24-73 Me Me H H H H Cl Ph(2-F) 24-74 Me Me H H H H Cl Ph(2,6-F₂) 24-75 Me Me H H H H Cl Ph(2-Cl) 24-76 Me Me H H H H Cl Ph(2-Me) 24-77 Me Me H H H H Cl Ph(2-CF₃) 24-78 Me Me H H H H Cl Ph(2-F-6-Cl) 24-79 Me Me H F H H Cl Ph(2-F) 24-80 Me Me H F H H Cl Ph(2,6-F₂) 24-81 Me Me H F H H Cl Ph(2-Cl) 24-82 Me Me H F H H Cl Ph(2-Me) 24-83 Me Me H F H H Cl Ph(2-CF₃) 24-84 Me Me H F H H Cl Ph(2-F-6-Cl) 24-85 Me Me H H F H Cl Ph(2-F) 24-86 Me Me H H F H Cl Ph(2,6-F₂) 24-87 Me Me H H F H Cl Ph(2-Cl) 24-88 Me Me H H F H Cl Ph(2-Me) 24-89 Me Me H H F H Cl Ph(2-CF₃) 24-90 Me Me H H F H Cl Ph(2-F-6-Cl) 24-91 Me Me H F F H Cl Ph(2-F) 24-92 Me Me H F F H Cl Ph(2,6-F₂) 24-93 Me Me H F F H Cl Ph(2-Cl) 24-94 Me Me H F F H Cl Ph(2-Me) 24-95 Me Me H F F H Cl Ph(2-CF₃) 24-96 Me Me H F F H Cl Ph(2-F-6-Cl) 24-97 Me Me H H H Me Cl Ph(2-F) 24-98 Me Me H H H Me Cl Ph(2,6-F₂) 24-99 Me Me H H H Me Cl Ph(2-Cl) 24-100 Me Me H H H Me Cl Ph(2-Me) 24-101 Me Me H H H Me Cl Ph(2-CF₃) 24-102 Me Me H H H Me Cl Ph(2-F-6-Cl) 24-103 Me Me H H H OMe Cl Ph(2-F) 24-104 Me Me H H H OMe Cl Ph(2,6-F₂) 24-105 Me Me H H H OMe Cl Ph(2-Cl) 24-106 Me Me H H H OMe Cl Ph(2-Me) 24-107 Me Me H H H OMe Cl Ph(2-CF₃) 24-108 Me Me H H H ONe Cl Ph(2-F-6-Cl) 24-109 Me Me H H H OH Cl Ph(2-F) 24-110 Me Me H H H OH Cl Ph(2,6-F₂) 24-111 Me Me H H H OH Cl Ph(2-Cl) 24-112 Me Me H H H OH Cl Ph(2-Me) 24-113 Me Me H H H OH Cl Ph(2-CF₃) 24-114 Me Me H H H OH Cl Ph(2-F-6-Cl) 24-115 Me Me H Me H H Cl Ph(2-F) 24-116 Me Me H Me H H Cl Ph(2,6-F₂) 24-117 Me Me H Me H H Cl Ph(2-Cl) 24-118 Me Me H Me H H Cl Ph(2-Me) 24-119 Me Me H Me H H Cl Ph(2-CF₃) 24-120 Me Me H Me H H Cl Ph(2-F-6-Cl)

[0264] TABLE 25

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 25-1 Me Me H H H Ph(2-F) 25-2 Me Me H H H Ph(2,6-F₂) 25-3 Me Me H H H Ph(2-Cl) 25-4 Me Me H H H Ph(2-Me) 25-5 Me Me H H H Ph(2-CF₃) 25-6 Me Me H H H Ph(2-F-6-Cl) 25-7 Me Me H Cl H Ph(2-F) 25-8 Me Me H Cl H Ph(2,6-F₂) 25-9 Me Me H Cl H Ph(2-Cl) 25-10 Me Me H Cl H Ph(2-Me) 25-11 Me Me H Cl H Ph(2-CF₃) 25-12 Me Me H Cl H Ph(2-F-6-Cl) 25-13 Me Me H Me H Ph(2-F) 25-14 Me Me H Me H Ph(2,6-F₂) 25-15 Me Me H Me H Ph(2-Cl) 25-16 Me Me H Me H Ph(2-Me) 25-17 Me Me H Me H Ph(2-CF₃) 25-18 Me Me H Me H Ph(2-F-6-Cl) 25-19 Me Me H H Cl Ph(2-F) 25-20 Me Me H H Cl Ph(2,6-F₂) 25-21 Me Me H H Cl Ph(2-Cl) 25-22 Me Me H H Cl Ph(2-Me) 25-23 Me Me H H Cl Ph(2-CF₃) 25-24 Me Me H H Cl Ph(2-F-6-Cl) 25-25 Me Me H H Me Ph(2-F) 25-26 Me Me H H Me Ph(2,6-F₂) 25-27 Me Me H H Me Ph(2-Cl) 25-28 Me Me H H Me Ph(2-Me) 25-29 Me Me H H Me Ph(2-CF₃) 25-30 Me Me H H Me Ph(2-F-6-Cl) 25-31 Me Me H Me Me Ph(2-F) 25-32 Me Me H Me Me Ph(2,6-F₂) 25-33 Me Me H Me Me Ph(2-Cl) 25-34 Me Me H Me Me Ph(2-Me) 25-35 Me Me H Me Me Ph(2-CF₃) 25-36 Me Me H Me Me Ph(2-F-6-Cl)

[0265] TABLE 26

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 26-1 Me Me H H H Ph(2-F) 26-2 Me Me H H H Ph(2,6-F₂) 26-3 Me Me H H H Ph(2-Cl) 26-4 Me Me H H H Ph(2-Me) 26-5 Me Me H H H Ph(2-CF₃) 26-6 Me Me H H H Ph(2-F-6-Cl) 26-7 Me Me H Cl H Ph(2-F) 26-8 Me Me H Cl H Ph(2,6-F₂) 26-9 Me Me H Cl H Ph(2-Cl) 26-10 Me Me H Cl H Ph(2-Me) 26-11 Me Me H Cl H Ph(2-CF₃) 26-12 Me Me H Cl H Ph(2-F-6-Cl) 26-13 Me Me H Me H Ph(2-F) 26-14 Me Me H Me H Ph(2,6-F₂) 26-15 Me Me H Me H Ph(2-Cl) 26-16 Me Me H Me H Ph(2-Me) 26-17 Me Me H Me H Ph(2-CF₃) 26-18 Me Me H Me H Ph(2-F-6-Cl) 26-19 Me Me H H Cl Ph(2-F) 26-20 Me Me H H Cl Ph(2,6-F₂) 26-21 Me Me H H Cl Ph(2-Cl) 26-22 Me Me H H Cl Ph(2-Me) 26-23 Me Me H H Cl Ph(2-CF₃) 26-24 Me Me H H Cl Ph(2-F-6-Cl) 26-25 Me Me H H Me Ph(2-F) 26-26 Me Me H H Me Ph(2,6-F₂) 26-27 Me Me H H Me Ph(2-Cl) 26-28 Me Me H H Me Ph(2-Me) 26-29 Me Me H H Me Ph(2-CF₃) 26-30 Me Me H H Me Ph(2-F-6-Cl) 26-31 Me Me H Me Me Ph(2-F) 26-32 Me Me H Me Me Ph(2,6-F₂) 26-33 Me Me H Me Me Ph(2-Cl) 26-34 Me Me H Me Me Ph(2-Me) 26-35 Me Me H Me Me Ph(2-CF₃) 26-36 Me Me H Me Me Ph(2-F-6-Cl)

[0266] TABLE 27

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 27-1 Me Me H H H Ph(2-F) 27-2 Me Me H H H Ph(2,6-F₂) 27-3 Me Me H H H Ph(2-Cl) 27-4 Me Me H H H Ph(2-Me) 27-5 Me Me H H H Ph(2-CF₃) 27-6 Me Me H H H Ph(2-F-6-Cl) 27-7 Me Me H Cl H Ph(2-F) 27-8 Me Me H Cl H Ph(2,6-F₂) 27-9 Me Me H Cl H Ph(2-Cl) 27-10 Me Me H Cl H Ph(2-Me) 27-11 Me Me H Cl H Ph(2-CF₃) 27-12 Me Me H Cl H Ph(2-F-6-Cl) 27-13 Me Me H Me H Ph(2-F) 27-14 Me Me H Me H Ph(2,6-F₂) 27-15 Me Me H Me H Ph(2-Cl) 27-16 Me Me H Me H Ph(2-Me) 27-17 Me Me H Me H Ph(2-CF₃) 27-18 Me Me H Me H Ph(2-F-6-Cl) 27-19 Me Me H H Cl Ph(2-F) 27-20 Me Me H H Cl Ph(2,6-F₂) 27-21 Me Me H H Cl Ph(2-Cl) 27-22 Me Me H H Cl Ph(2-Me) 27-23 Me Me H H Cl Ph(2-CF₃) 27-24 Me Me H H Cl Ph(2-F-6-Cl) 27-25 Me Me H H Me Ph(2-F) 27-26 Me Me H H Me Ph(2,6-F₂) 27-27 Me Me H H Me Ph(2-Cl) 27-28 Me Me H H Me Ph(2-Me) 27-29 Me Me H H Me Ph(2-CF₃) 27-30 Me Me H H Me Ph(2-F-6-Cl) 27-31 Me Me H Me Me Ph(2-F) 27-32 Me Me H Me Me Ph(2,6-F₂) 27-33 Me Me H Me Me Ph(2-Cl) 27-34 Me Me H Me Me Ph(2-Me) 27-35 Me Me H Me Me Ph(2-CF₃) 27-36 Me Me H Me Me Ph(2-F-6-Cl)

[0267] TABLE 28

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 28-1 Me Me H H H Ph(2-F) 28-2 Me Me H H H Ph(2,6-F₂) 28-3 Me Me H H H Ph(2-Cl) 28-4 Me Me H H H Ph(2-Me) 28-5 Me Me H H H Ph(2-CF₃) 28-6 Me Me H H H Ph(2-F-6-Cl) 28-7 Me Me H Cl H Ph(2-F) 28-8 Me Me H Cl H Ph(2,6-F₂) 28-9 Me Me H Cl H Ph(2-Cl) 28-10 Me Me H Cl H Ph(2-Me) 28-11 Me Me H Cl H Ph(2-CF₃) 28-12 Me Me H Cl H Ph(2-F-6-Cl) 28-13 Me Me H Me H Ph(2-F) 28-14 Me Me H Me H Ph(2,6-F₂) 28-15 Me Me H Me H Ph(2-Cl) 28-16 Me Me H Me H Ph(2-Me) 28-17 Me Me H Me H Ph(2-CF₃) 28-18 Me Me H Me H Ph(2-F-6-Cl) 28-19 Me Me H H Cl Ph(2-F) 28-20 Me Me H H Cl Ph(2,6-F₂) 28-21 Me Me H H Cl Ph(2-Cl) 28-22 Me Me H H Cl Ph(2-Me) 28-23 Me Me H H Cl Ph(2-CF₃) 28-24 Me Me H H Cl Ph(2-F-6-Cl) 28-25 Me Me H H Me Ph(2-F) 28-26 Me Me H H Me Ph(2,6-F₂) 28-27 Me Me H H Me Ph(2-Cl) 28-28 Me Me H H Me Ph(2-Me) 28-29 Me Me H H Me Ph(2-CF₃) 28-30 Me Me H H Me Ph(2-F-6-Cl) 28-31 Me Me H Me Me Ph(2-F) 28-32 Me Me H Me Me Ph(2,6-F₂) 28-33 Me Me H Me Me Ph(2-Cl) 28-34 Me Me H Me Me Ph(2-Me) 28-35 Me Me H Me Me Ph(2-CF₃) 28-36 Me Me H Me Me Ph(2-F-6-Cl)

[0268] TABLE 29

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 29-1 Me Me H H H Ph(2-F) 29-2 Me Me H H H Ph(2,6-F₂) 29-3 Me Me H H H Ph(2-Cl) 29-4 Me Me H H H Ph(2-Me) 29-5 Me Me H H H Ph(2-CF₃) 29-6 Me Me H H H Ph(2-F-6-Cl) 29-7 Me Me H Cl H Ph(2-F) 29-8 Me Me H Cl H Ph(2,6-F₂) 29-9 Me Me H Cl H ph(2-Cl) 29-10 Me Me H Cl H ph(2-Me) 29-11 Me Me H Cl H Ph(2-CF₃) 29-12 Me Me H Cl H Ph(2-F-6-Cl) 29-13 Me Me H Me H Ph(2-F) 29-14 Me Me H Me H Ph(2,6-F₂) 29-15 Me Me H Me H Ph(2-Cl) 29-16 Me Me H Me H Ph(2-Me) 29-17 Me Me H Me H Ph(2-CF₃) 29-18 Me Me H Me H Ph(2-F-6-Cl) 29-19 Me Me H H Cl Ph(2-F) 29-20 Me Me H H Cl Ph(2,6-F₂) 29-21 Me Me H H Cl Ph(2-Cl) 29-22 Me Me H H Cl Ph(2-Me) 29-23 Me Me H H Cl Ph(2-CF₃) 29-24 Me Me H H Cl Ph(2-F-6-Cl) 29-25 Me Me H H Me Ph(2-F) 29-26 Me Me H H Me Ph(2,6-F₂) 29-27 Me Me H H Me Ph(2-Cl) 29-28 Me Me H H Me Ph(2-Me) 29-29 Me Me H H Me Ph(2-CF₃) 29-30 Me Me H H Me Ph(2-F-6-Cl) 29-31 Me Me H Me Me Ph(2-F) 29-32 Me Me H Me Me Ph(2,6-F₂) 29-33 Me Me H Me Me Ph(2-Cl) 29-34 Me Me H Me Me Ph(2-Me) 29-35 Me Me H Me Me Ph(2-CF₃) 29-36 Me Me H Me Me Ph(2-F-6-Cl)

[0269] TABLE 30

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 30-1 Me Me H H H Ph(2-F) 30-2 Me Me H H H Ph(2,6-F₂) 30-3 Me Me H H H Ph(2-Cl) 30-4 Me Me H H H Ph(2-Me) 30-5 Me Me H H H Ph(2-CF₃) 30-6 Me Me H H H Ph(2-F-6-Cl) 30-7 Me Me H Cl H Ph(2-F) 30-8 Me Me H Cl H Ph(2,6-F₂) 30-9 Me Me H Cl H Ph(2-Cl) 30-10 Me Me H Cl H Ph(2-Me) 30-11 Me Me H Cl H Ph(2-CF₃) 30-12 Me Me H Cl H Ph(2-F-6-Cl) 30-13 Me Me H Me H Ph(2-F) 30-14 Me Me H Me H Ph(2,6-F₂) 30-15 Me Me H Me H Ph(2-Cl) 30-16 Me Me H Me H Ph(2-Me) 30-17 Me Me H Me H Ph(2-CF₃) 30-18 Me Me H Me H Ph(2-F-6-Cl) 30-19 Me Me H H Cl Ph(2-F) 30-20 Me Me H H Cl Ph(2,6-F₂) 30-21 Me Me H H Cl Ph(2-Cl) 30-22 Me Me H H Cl Ph(2-Me) 30-23 Me Me H H Cl Ph(2-CF₃) 30-24 Me Me H H Cl Ph(2-F-6-Cl) 30-25 Me Me H H Me Ph(2-F) 30-26 Me Me H H Me Ph(2,6-F₂) 30-27 Me Me H H Me Ph(2-Cl) 30-28 Me Me H H Me Ph(2-Me) 30-29 Me Me H H Me Ph(2-CF₃) 30-30 Me Me H H Me Ph(2-F-6-Cl) 30-31 Me Me H Me Me Ph(2-F) 30-32 Me Me H Me Me Ph(2,6-F₂) 30-33 Me Me H Me Me Ph(2-Cl) 30-34 Me Me H Me Me Ph(2-Me) 30-35 Me Me H Me Me Ph(2-CF₃) 30-36 Me Me H Me Me Ph(2-F-6-Cl)

[0270] TABLE 31

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 31-1 Me Me H H H Ph(2-F) 31-2 Me Me H H H Ph(2,6-F₂) 31-3 Me Me H H H Ph(2-Cl) 31-4 Me Me H H H Ph(2-Me) 31-5 Me Me H H H Ph(2-CF₃) 31-6 Me Me H H H Ph(2-F-6-Cl) 31-7 Me Me H Cl H Ph(2-F) 31-8 Me Me H Cl H Ph(2,6-F₂) 31-9 Me Me H Cl H Ph(2-Cl) 31-10 Me Me H Cl H Ph(2-Me) 31-11 Me Me H Cl H Ph(2-CF₃) 31-12 Me Me H Cl H Ph(2-F-6-Cl) 31-13 Me Me H Me H Ph(2-F) 31-14 Me Me H Me H Ph(2,6-F₂) 31-15 Me Me H Me H Ph(2-Cl) 31-16 Me Me H Me H Ph(2-Me) 31-17 Me Me H Me H Ph(2-CF₃) 31-18 Me Me H Me H Ph(2-F-6-Cl) 31-19 Me Me H H Cl Ph(2-F) 31-20 Me Me H H Cl Ph(2,6-F₂) 31-21 Me Me H H Cl Ph(2-Cl) 31-22 Me Me H H Cl Ph(2-Me) 31-23 Me Me H H Cl Ph(2-CF₃) 31-24 Me Me H H Cl Ph(2-F-6-Cl) 31-25 Me Me H H Me Ph(2-F) 31-26 Me Me H H Me Ph(2,6-F₂) 31-27 Me Me H H Me Ph(2-Cl) 31-28 Me Me H H Me Ph(2-Me) 31-29 Me Me H H Me Ph(2-CF₃) 31-30 Me Me H H Me Ph(2-F-6-Cl) 31-31 Me Me H Me Me Ph(2-F) 31-32 Me Me H Me Me Ph(2,6-F₂) 31-33 Me Me H Me Me Ph(2-Cl) 31-34 Me Me H Me Me Ph(2-Me) 31-35 Me Me H Me Me Ph(2-CF₃) 31-36 Me Me H Me Me Ph(2-F-6-Cl)

[0271] TABLE 32

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ (mp ° C.) 32-1 Me Me H H H Ph(2-F) 32-2 Me Me H H H Ph(2,6-F₂) 32-3 Me Me H H H Ph(2-Cl) 32-4 Me Me H H H Ph(2-Me) 32-5 Me Me H H H Ph(2-CF₃) 32-6 Me Me H H H Ph(2-F-6-Cl) 32-7 Me Me H Cl H Ph(2-F) 32-8 Me Me H Cl H Ph(2,6-F₂) 32-9 Me Me H Cl H Ph(2-Cl) 32-10 Me Me H Cl H Ph(2-Me) 32-11 Me Me H Cl H Ph(2-CF₃) 32-12 Me Me H Cl H Ph(2-F-6-Cl) 32-13 Me Me H Me H Ph(2-F) 32-14 Me Me H Me H Ph(2,6-F₂) 32-15 Me Me H Me H Ph(2-Cl) 32-16 Me Me H Me H Ph(2-Me) 32-17 Me Me H Me H Ph(2-CF₃) 32-18 Me Me H Me H Ph(2-F-6-Cl) 32-19 Me Me H H Cl Ph(2-F) 32-20 Me Me H H Cl Ph(2,6-F₂) 32-21 Me Me H H Cl Ph(2-Cl) 32-22 Me Me H H Cl Ph(2-Me) 32-23 Me Me H H Cl Ph(2-CF₃) 32-24 Me Me H H Cl Ph(2-F-6-Cl) 32-25 Me Me H H Me Ph(2-F) 32-26 Me Me H H Me Ph(2,6-F₂) 32-27 Me Me H H Me Ph(2-Cl) 32-28 Me Me H H Me Ph(2-Me) 32-29 Me Me H H Me Ph(2-CF₃) 32-30 Me Me H H Me Ph(2-F-6-Cl) 32-31 Me Me H Me Me Ph(2-F) 32-32 Me Me H Me Me Ph(2,6-F₂) 32-33 Me Me H Me Me Ph(2-Cl) 32-34 Me Me H Me Me Ph(2-Me) 32-35 Me Me H Me Me Ph(2-CF₃) 32-36 Me Me H Me Me Ph(2-F-6-Cl)

[0272] TABLE 33

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 33-1 Me Me H H Ph(2-F) 33-2 Me Me H H Ph(2,6-F₂) 33-3 Me Me H H Ph(2-Cl) 33-4 Me Me H H Ph(2-Me) 33-5 Me Me H H Ph(2-CF₃) 33-6 Me Me H H Ph(2-F-6-Cl) 33-7 Me Me H Cl Ph(2-F) 33-8 Me Me H Cl Ph(2,6-F₂) 33-9 Me Me H Cl Ph(2-Cl) 33-10 Me Me H Cl Ph(2-Me) 33-11 Me Me H Cl Ph(2-CF₃) 33-12 Me Me H Cl Ph(2-F-6-Cl) 33-13 Me Me H Br Ph(2-F) 33-14 Me Me H Br Ph(2,6-F₂) 33-15 Me Me H Br Ph(2-Cl) 33-16 Me Me H Br Ph(2-Me) 33-17 Me Me H Br Ph(2-CF₃) 33-18 Me Me H Br Ph(2-F-6-Cl) 33-19 Me Me H Me Ph(2-F) 33-20 Me Me H Me Ph(2,6-F₂) 33-21 Me Me H Me Ph(2-Cl) 33-22 Me Me H Me Ph(2-Me) 33-23 Me Me H Me Ph(2-CF₃) 33-24 Me Me H Me Ph(2-F-6-Cl) 33-25 Me Me H Et Ph(2-F) 33-26 Me Me H Et Ph(2,6-F₂) 33-27 Me Me H Et Ph(2-Cl) 33-28 Me Me H Et Ph(2-Me) 33-29 Me Me H Et Ph(2-CF₃) 33-30 Me Me H Et Ph(2-F-6-Cl)

[0273] TABLE 34

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 34-1 Me Me H H Ph(2-F) 34-2 Me Me H H Ph(2,6-F₂) 34-3 Me Me H H Ph(2-Cl) 34-4 Me Me H H Ph(2-Me) 34-5 Me Me H H Ph(2-CF₃) 34-6 Me Me H H Ph(2-F-6-Cl) 34-7 Me Me H Cl Ph(2-F) 34-8 Me Me H Cl Ph(2,6-F₂) 34-9 Me Me H Cl Ph(2-Cl) 34-10 Me Me H Cl Ph(2-Me) 34-11 Me Me H Cl Ph(2-CF₃) 34-12 Me Me H Cl Ph(2-F-6-Cl) 34-13 Me Me H Br Ph(2-F) 34-14 Me Me H Br Ph(2,6-F₂) 34-15 Me Me H Br Ph(2-Cl) 34-16 Me Me H Br Ph(2-Me) 34-17 Me Me H Br Ph(2-CF₃) 34-18 Me Me H Br Ph(2-F-6-Cl) 34-19 Me Me H Me Ph(2-F) 34-20 Me Me H Me Ph(2,6-F₂) 34-21 Me Me H Me Ph(2-Cl) 34-22 Me Me H Me Ph(2-Me) 34-23 Me Me H Me Ph(2-CF₃) 34-24 Me Me H Me Ph(2-F-6-Cl) 34-25 Me Me H Et Ph(2-F) 34-26 Me Me H Et Ph(2,6-F₂) 34-27 Me Me H Et Ph(2-Cl) 34-28 Me Me H Et Ph(2-Me) 34-29 Me Me H Et Ph(2-CF₃) 34-30 Me Me H Et Ph(2-F-6-Cl)

[0274] TABLE 35

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 35-1 Me Me H H Ph(2-F) 35-2 Me Me H H Ph(2,6-F₂) 35-3 Me Me H H Ph(2-Cl) 35-4 Me Me H H Ph(2-Me) 35-5 Me Me H H Ph(2-CF₃) 35-6 Me Me H H Ph(2-F-6-Cl) 35-7 Me Me H Cl Ph(2-F) 35-8 Me Me H Cl Ph(2,6-F₂) 35-9 Me Me H Cl Ph(2-Cl) 35-10 Me Me H Cl Ph(2-Me) 35-11 Me Me H Cl Ph(2-CF₃) 35-12 Me Me H Cl Ph(2-F-6-Cl) 35-13 Me Me H Br Ph(2-F) 35-14 Me Me H Br Ph(2,6-F₂) 35-15 Me Me H Br Ph(2-Cl) 35-16 Me Me H Br Ph(2-Me) 35-17 Me Me H Br Ph(2-CF₃) 35-18 Me Me H Br Ph(2-F-6-Cl) 35-19 Me Me H Me Ph(2-F) 35-20 Me Me H Me Ph(2,6-F₂) 35-21 Me Me H Me Ph(2-Cl) 35-22 Me Me H Me Ph(2-Me) 35-23 Me Me H Me Ph(2-CF₃) 35-24 Me Me H Me Ph(2-F-6-Cl) 35-25 Me Me H Et Ph(2-F) 35-26 Me Me H Et Ph(2,6-F₂) 35-27 Me Me H Et Ph(2-Cl) 35-28 Me Me H Et Ph(2-Me) 35-29 Me Me H Et Ph(2-CF₃) 35-30 Me Me H Et Ph(2-F-6-Cl)

[0275] TABLE 36

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 36-1 Me Me H H Ph(2-F) 36-2 Me Me H H Ph(2,6-F₂) 36-3 Me Me H H Ph(2-Cl) 36-4 Me Me H H Ph(2-Me) 36-5 Me Me H H Ph(2-CF₃) 36-6 Me Me H H Ph(2-F-6-Cl) 36-7 Me Me H Cl Ph(2-F) 36-8 Me Me H Cl Ph(2,6-F₂) 36-9 Me Me H Cl Ph(2-Cl) 36-10 Me Me H Cl Fh(2-Me) 36-11 Me Me H Cl Ph(2-CF₃) 36-12 Me Me H Cl Ph(2-F-6-Cl) 36-13 Me Me H Br Ph(2-F) 36-14 Me Me H Br Ph(2,6-F₂) 36-15 Me Me H Br Ph(2-Cl) 36-16 Me Me H Br Ph(2-Me) 36-17 Me Me H Br Ph(2-CF₃) 36-18 Me Me H Br Ph(2-F-6-Cl) 36-19 Me Me H Me Ph(2-F) 36-20 Me Me H Me Ph(2,6-F₂) 36-21 Me Me H Me Ph(2-Cl) 36-22 Me Me H Me Ph(2-Me) 36-23 Me Me H Me Ph(2-CF₃) 36-24 Me Me H Me Ph(2-F-6-Cl) 36-25 Me Me H Et Ph(2-F) 36-26 Me Me H Et Ph(2,6-F₂) 36-27 Me Me H Et Ph(2-Cl) 36-28 Me Me H Et Ph(2-Me) 36-29 Me Me H Et Ph(2-CF₃) 36-30 Me Me H Et Ph(2-F-6-Cl)

[0276] TABLE 37

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 37-1 Me Me H H Ph(2-F) 37-2 Me Me H H Ph(2,6-F₂) 37-3 Me Me H H Ph(2-Cl) 37-4 Me Me H H Ph(2-Me) 37-5 Me Me H H Ph(2-CF₃) 37-6 Me Me H H Ph(2-F-6-Cl) 37-7 Me Me H Cl Ph(2-F) 37-8 Me Me H Cl Ph(2,6-F₂) 37-9 Me Me H Cl Ph(2-Cl) 37-10 Me Me H Cl Ph(2-Me) 37-11 Me Me H Cl Ph(2-CF₃) 37-12 Me Me H Cl Ph(2-F-6-Cl) 37-13 Me Me H Br Ph(2-F) 37-14 Me Me H Br Ph(2,6-F₂) 37-15 Me Me H Br Ph(2-Cl) 37-16 Me Me H Br Ph(2-Me) 37-17 Me Me H Br Ph(2-CF₃) 37-18 Me Me H Br Ph(2-F-6-Cl) 37-19 Me Me H Me Ph(2-F) 37-20 Me Me H Me Ph(2,6-F₂) 37-21 Me Me H Me Ph(2-Cl) 37-22 Me Me H Me Ph(2-Me) 37-23 Me Me H Me Ph(2-CF₃) 37-24 Me Me H Me Ph(2-F-6-Cl) 37-25 Me Me H Et Ph(2-F) 37-26 Me Me H Et Ph(2,6-F₂) 37-27 Me Me H Et Ph(2-Cl) 37-28 Me Me H Et Ph(2-Me) 37-29 Me Me H Et Ph(2-CF₃) 37-30 Me Me H Et Ph(2-F-6-Cl)

[0277] TABLE 38

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 38-1 Me Me H H Ph(2-F) 38-2 Me Me H H Ph(2,6-F₂) 38-3 Me Me H H Ph(2-Cl) 38-4 Me Me H H Ph(2-Me) 38-5 Me Me H H Ph(2-CF₃) 38-6 Me Me H H Ph(2-F-6-Cl) 38-7 Me Me H Cl Ph(2-F) 38-8 Me Me H Cl Ph(2,6-F₂) 38-9 Me Me H Cl Ph(2-Cl) 38-10 Me Me H Cl Ph(2-Me) 38-11 Me Me H Cl Ph(2-CF₃) 38-12 Me Me H Cl Ph(2-F-6-Cl) 38-13 Me Me H Br Ph(2-F) 38-14 Me Me H Br Ph(2,6-F₂) 38-15 Me Me H Br Ph(2-Cl) 38-16 Me Me H Br Ph(2-Me) 38-17 Me Me H Br Ph(2-CF₃) 38-18 Me Me H Br Ph(2-F-6-Cl) 38-19 Me Me H Me Ph(2-F) 38-20 Me Me H Me Ph(2,6-F₂) 38-21 Me Me H Me Ph(2-Cl) 38-22 Me Me H Me Ph(2-Me) 38-23 Me Me H Me Ph(2-CF₃) 38-24 Me Me H Me Ph(2-F-6-Cl) 38-25 Me Me H Et Ph(2-F) 38-26 Me Me H Et Ph(2,6-F₂) 38-27 Me Me H Et Ph(2-Cl) 38-28 Me Me H Et Ph(2-Me) 38-29 Me Me H Et Ph(2-CF₃) 38-30 Me Me H Et Ph(2-F-6-Cl)

[0278] TABLE 39

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 39-1 Me Me H H Ph(2-F) 39-2 Me Me H H Ph(2,6-F₂) 39-3 Me Me H H Ph(2-Cl) 39-4 Me Me H H Ph(2-Me) 39-5 Me Me H H Ph(2-CF₃) 39-6 Me Me H H Ph(2-F-6-Cl) 39-7 Me Me H Cl Ph(2-F) 39-8 Me Me H Cl Ph(2,6-F₂) 39-9 Me Me H Cl Ph(2-Cl) 39-10 Me Me H Cl Ph(2-Me) 39-11 Me Me H Cl Ph(2-CF₃) 39-12 Me Me H Cl Ph(2-F-6-Cl) 39-13 Me Me H Br Ph(2-F) 39-14 Me Me H Br Ph(2,6-F₂) 39-15 Me Me H Br Ph(2-Cl) 39-16 Me Me H Br Ph(2-Me) 39-17 Me Me H Br Ph(2-CF₃) 39-18 Me Me H Br Ph(2-F-6-Cl) 39-19 Me Me H Me Ph(2-F) 39-20 Me Me H Me Ph(2,6-F₂) 39-21 Me Me H Me Ph(2-Cl) 39-22 Me Me H Me Ph(2-Me) 39-23 Me Me H Me Ph(2-CF₃) 39-24 Me Me H Me Ph(2-F-6-Cl) 39-25 Me Me H Et Ph(2-F) 39-26 Me Me H Et Ph(2,6-F₂) 39-27 Me Me H Et Ph(2-Cl) 39-28 Me Me H Et Ph(2-Me) 39-29 Me Me H Et Ph(2-CF₃) 39-30 Me Me H Et Ph(2-F-6-Cl)

[0279] TABLE 40

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 40-1 Me Me H H H Ph(2-F) 40-2 Me Me H H H Ph(2,6-F₂) 40-3 Me Me H H H Ph(2-Cl) 40-4 Me Me H H H Ph(2-Me) 40-5 Me Me H H H Ph(2-CF₃) 40-6 Me Me H H H Ph(2-F-6-Cl) 40-7 Me Me H Cl H Ph(2-F) 40-8 Me Me H Cl H Ph(2,6-F₂) 40-9 Me Me H Cl H Ph(2-Cl) 40-10 Me Me H Cl H Ph(2-Me) 40-11 Me Me H Cl H Ph(2-CF₃) 40-12 Me Me H Cl H Ph(2-F-6-Cl) 40-13 Me Me H Me H Ph(2-F) 40-14 Me Me H Me H Ph(2,6-F₂) 40-15 Me Me H Me H Ph(2-Cl) 40-16 Me Me H Me H Ph(2-Me) 40-17 Me Me H Me H Ph(2-CF₃) 40-18 Me Me H Me H Ph(2-F-6-Cl) 40-19 Me Me H H Cl Ph(2-F) 40-20 Me Me H H Cl Ph(2,6-F₂) 40-21 Me Me H H Cl Ph(2-Cl) 40-22 Me Me H H Cl Ph(2-Me) 40-23 Me Me H H Cl Ph(2-CF₃) 40-24 Me Me H H Cl Ph(2-F-6-Cl) 40-25 Me Me H H Me Ph(2-F) 40-26 Me Me H H Me Ph(2,6-F₂) 40-27 Me Me H H Me Ph(2-Cl) 40-28 Me Me H H Me Ph(2-Me) 40-29 Me Me H H Me Ph(2-CF₃) 40-30 Me Me H H Me Ph(2-F-6-Cl) 40-31 Me Me H Me Me Ph(2-F) 40-32 Me Me H Me Me Ph(2,6-F₂) 40-33 Me Me H Me Me Ph(2-Cl) 40-34 Me Me H Me Me Ph(2-Me) 40-35 Me Me H Me Me Ph(2-CF₃) 40-36 Me Me H Me Me Ph(2-F-6-Cl)

[0280] TABLE 41

Physical Compound properties No. R₁ R₂ R₃ X B (mp ° C.) 41-1 Me Me H H H Ph(2-F) 41-2 Me Me H H H Ph(2,6-F₂) 41-3 Me Me H H H Ph(2-Cl) 41-4 Me Me H H H Ph(2-Me) 41-5 Me Me H H H Ph(2-CF₃) 41-6 Me Me H H H Ph(2-F-6-Cl) 41-7 Me Me H Cl H Ph(2-F) 41-8 Me Me H Cl H Ph(2,6-F₂) 41-9 Me Me H Cl H Ph(2-Cl) 41-10 Me Me H Cl H Ph(2-Me) 41-11 Me Me H Cl H Ph(2-CF₃) 41-12 Me Me H Cl H Ph(2-F-6-Cl) 41-13 Me Me H Me H Ph(2-F) 41-14 Me Me H Me H Ph(2,6-F₂) 41-15 Me Me H Me H Ph(2-Cl) 41-16 Me Me H Me H Ph(2-Me) 41-17 Me Me H Me H Ph(2-CF₃) 41-18 Me Me H Me H Ph(2-F-6-Cl) 41-19 Me Me H H Cl Ph(2-F) 41-20 Me Me H H Cl Ph(2,6-F₂) 41-21 Me Me H H Cl Ph(2-Cl) 41-22 Me Me H H Cl Ph(2-Me) 41-23 Me Me H H Cl Ph(2-CF₃) 41-24 Me Me H H Cl Ph(2-F-6-Cl) 41-25 Me Me H H Me Ph(2-F) 41-26 Me Me H H Me Ph(2,6-F₂) 41-27 Me Me H H Me Ph(2-Cl) 41-28 Me Me H H Me Ph(2-Me) 41-29 Me Me H H Me Ph(2-CF₃) 41-30 Me Me H H Me Ph(2-F-6-Cl) 41-31 Me Me H Me Me Ph(2-F) 41-32 Me Me H Me Me Ph(2,6-F₂) 41-33 Me Me H Me Me Ph(2-Cl) 41-34 Me Me H Me Me Ph(2-Me) 41-35 Me Me H Me Me Ph(2-CF₃) 41-36 Me Me H Me Me Ph(2-F-6-Cl)

[0281] TABLE 42

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ B (mp ° C.) 42-1 Me Me H H H H Ph(2-F) 42-2 Me Me H H H H Ph(2,6-F₂) 42-3 Me Me H H H H Ph(2-Cl) 42-4 Me Me H H H H Ph(2-Me) 42-5 Me Me H H H H Ph(2-CF₃) 42-6 Me Me H H H H Ph(2-F-6-Cl) 42-7 Me Me H H Cl H Ph(2-F) 42-8 Me Me H H Cl H Ph(2,6-F₂) 42-9 Me Me H H Cl H Ph(2-Cl) 42-10 Me Me H H Cl H Ph(2-Me) 42-11 Me Me H H Cl H Ph(2-CF₃) 42-12 Me Me H H Cl H Ph(2-F-6-Cl) 42-13 Me Me H H Me H Ph(2-F) 42-14 Me Me H H Me H Ph(2,6-F₂) 42-15 Me Me H H Me H Ph(2-Cl) 42-16 Me Me H H Me H Ph(2-Me) 42-17 Me Me H H Me H Ph(2-CF₃) 42-18 Me Me H H Me H Ph(2-F-6-Cl) 42-19 Me Me H H H Me Ph(2-F) 42-20 Me Me H H H Me Ph(2,6 F₂) 42-21 Me Me H H H Me Ph(2-Cl) 42-22 Me Me H H H Me Ph(2-Me) 42-23 Me Me H H H Me Ph(2-CF₃) 42-24 Me Me H H H Me Ph(2-F-6-Cl) 42-25 Me Me H Me H H Ph(2-F) 42-26 Me Me H Me H H Ph(2,6-F₂) 42-27 Me Me H Me H H Ph(2-Cl) 42-28 Me Me H Me H H Ph(2-Me) 42-29 Me Me H Me H H Ph(2-CF₃) 42-30 Me Me H Me H H Ph(2-F-6-Cl) 42-31 Me Me H Me Cl H Ph(2-F) 42-32 Me Me H Me Cl H Ph(2,6-F₂) 42-33 Me Me H Me Cl H Ph(2-Cl) 42-34 Me Me H Me Cl H Ph(2-Me) 42-35 Me Me H Me Cl H Ph(2-CF₃) 42-36 Me Me H Me Cl H Ph(2-F-6-Cl) 42-37 Me Me H Me Me H Ph(2-F) 42-38 Me Me H Me Me H Ph(2,6-F₂) 42-39 Me Me H Me Me H Ph(2-Cl) 42-40 Me Me H Me Me H Ph(2-Me) 42-41 Me Me H Me Me H Ph(2-CF₃) 42-42 Me Me H Me Me H Ph(2-F-6-Cl) 42-43 Me Me H Me H Me Ph(2-F) 42-44 Me Me H Me H Me Ph(2,6-F₂) 42-45 Me Me H Me H Me Ph(2-Cl) 42-46 Me Me H Me H Me Ph(2-Me) 42-47 Me Me H Me H Me Ph(2-CF₃) 42-48 Me Me H Me H Me Ph(2-F-6-Cl)

[0282] TABLE 42

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ B (mp ° C.) 43-1 Me Me H H H H Ph(2-F) 43-2 Me Me H H H H Ph(2,6-F₂) 43-3 Me Me H H H H Ph(2-Cl) 43-4 Me Me H H H H Ph(2-Me) 43-5 Me Me H H H H Ph(2-CF₃) 43-6 Me Me H H H H Ph(2-F-6-Cl) 43-7 Me Me H H Cl H Ph(2-F) 43-8 Me Me H H Cl H Ph(2,6-F₂) 43-9 Me Me H H Cl H Ph(2-Cl) 43-10 Me Me H H Cl H Ph(2-Me) 43-11 Me Me H H Cl H Ph(2-CF₃) 43-12 Me Me H H Cl H Ph(2-F-6-Cl) 43-13 Me Me H H Me H Ph(2-F) 43-14 Me Me H H Me H Ph(2,6-F₂) 43-15 Me Me H H Me H Ph(2-Cl) 43-16 Me Me H H Me H Ph(2-Me) 43-17 Me Me H H Me H Ph(2-CF₃) 43-18 Me Me H H Me H Ph(2-F-6-Cl) 43-19 Me Me H H H Me Ph(2-F) 43-20 Me Me H H H Me Ph(2,6-F₂) 43-21 Me Me H H H Me Ph(2-Cl) 43-22 Me Me H H H Me Ph(2-Me) 43-23 Me Me H H H Me Ph(2-CF₃) 43-24 Me Me H H H Me Ph(2-F-6-Cl) 43-25 Me Me H Me H H Ph(2-F) 43-26 Me Me H Me H H Ph(2,6-F₂) 43-27 Me Me H Me H H Ph(2-Cl) 43-28 Me Me H Me H H Ph(2-Me) 43-29 Me Me H Me H H Ph(2-CF₃) 43-30 Me Me H Me H H Ph(2-F-6-Cl) 43-31 Me Me H Me Cl H Ph(2-F) 43-32 Me Me H Me Cl H Ph(2,6-F₂) 43-33 Me Me H Me Cl H Ph(2-Cl) 43-34 Me Me H Me Cl H Ph(2-Me) 43-35 Me Me H Me Cl H Ph(2-CF₃) 43-36 Me Me H Me Cl H Ph(2-F-6-Cl) 43-37 Me Me H Me Me H Ph(2-F) 43-38 Me Me H Me Me H Ph(2,6-F₂) 43-39 Me Me H Me Me H Ph(2-Cl) 43-40 Me Me H Me Me H Ph(2-Me) 43-41 Me Me H Me Me H Ph(2-CF₃) 43-42 Me Me H Me Me H Ph(2-F-6-Cl) 43-43 Me Me H Me H Me Ph(2-F) 43-44 Me Me H Me H Me Ph(2,6-F₂) 43-45 Me Me H Me H Me Ph(2-Cl) 43-46 Me Me H Me H Me Ph(2-Me) 43-47 Me Me H Me H Me Ph(2-CF₃) 43-48 Me Me H Me H Me Ph(2-F-6-Cl)

[0283] TABLE 44

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ B (mp ° C.) 44-1 Me Me H H H H Ph(2-F) 44-2 Me Me H H H H Ph(2,6-F₂) 44-3 Me Me H H H H Ph(2-Cl) 44-4 Me Me H H H H Ph(2-Me) 44-5 Me Me H H H H Ph(2-CF₃) 44-6 Me Me H H H H Ph(2-F-6-Cl) 44-7 Me Me H H Cl H Ph(2-F) 44-8 Me Me H H Cl H Ph(2,6-F₂) 44-9 Me Me H H Cl H Ph(2-Cl) 44-10 Me Me H H Cl H Ph(2-Me) 44-11 Me Me H H Cl H Ph(2-CF₃) 44-12 Me Me H H Cl H Ph(2-F-6-Cl) 44-13 Me Me H H Me H Ph(2-F) 44-14 Me Me H H Me H Ph(2,6-F₂) 44-15 Me Me H H Me H Ph(2-Cl) 44-16 Me Me H H Me H Ph(2-Me) 44-17 Me Me H H Me H Ph(2-CF₃) 44-18 Me Me H H Me H Ph(2-F-6-Cl) 44-19 Me Me H H H Me Ph(2-F) 44-20 Me Me H H H Me Ph(2,6-F₂) 44-21 Me Me H H H Me Ph(2-Cl) 44-22 Me Me H H H Me Ph(2-Me) 44-23 Me Me H H H Me Ph(2-CF₃) 44-24 Me Me H H H Me Ph(2-F-6-Cl) 44-25 Me Me H Me H H Ph(2-F) 44-26 Me Me H Me H H Ph(2,6-F₂) 44-27 Me Me H Me H H Ph(2-Cl) 44-28 Me Me H Me H H Ph(2-Me) 44-29 Me Me H Me H H Ph(2-CF₃) 44-30 Me Me H Me H H Ph(2-F-6-Cl) 44-31 Me Me H Me Cl H Ph(2-F) 44-32 Me Me H Me Cl H Ph(2,6-F₂) 44-33 Me Me H Me Cl H Ph(2-Cl) 44-34 Me Me H Me Cl H Ph(2-Me) 44-35 Me Me H Me Cl H Ph(2-CF₂) 44-36 Me Me H Me Cl H Ph(2-F-6-Cl) 44-37 Me Me H Me Me H Ph(2-F) 44-38 Me Me H Me Me H Ph(2,6-F₂) 44-39 Me Me H Me Me H Ph(2-Cl) 44-40 Me Me H Me Me H Ph(2-Me) 44-41 Me Me H Me Me H Ph(2-CF₃) 44-42 Me Me H Me Me H Ph(2-F-6-Cl) 44-43 Me Me H Me H Me Ph(2-F) 44-44 Me Me H Me H Me Ph(2,6-F₂) 44-45 Me Me H Me H Me Ph(2-Cl) 44-46 Me Me H Me H Me Ph(2-Me) 44-47 Me Me H Me H Me Ph(2-CF₃) 44-48 Me Me H Me H Me Ph(2-F-6-Cl)

[0284]

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 45-1 Me Me H H H Ph(2-F) 45-2 Me Me H H H Ph(2,6-F₂) 45-3 Me Me H H H Ph(2-Cl) 45-4 Me Me H H H Ph(2-Me) 45-5 Me Me H H H Ph(2-CF₃) 45-6 Me Me H H H Ph(2-F-6-Cl) 45-7 Me Me H Cl H Ph(2-F) 45-8 Me Me H Cl H Ph(2,6-F₂) 45-9 Me Me H Cl H Ph(2-Cl) 45-10 Me Me H Cl H Ph(2-Me) 45-11 Me Me H Cl H Ph(2-CF₃) 45-12 Me Me H Cl H Ph(2-F-6-Cl) 45-13 Me Me H Me H Ph(2-F) 45-14 Me Me H Me H Ph(2,6-F₂) 45-15 Me Me H Me H Ph(2-Cl) 45-16 Me Me H Me H Ph(2-Me) 45-17 Me Me H Me H Ph(2-CF₃) 45-18 Me Me H Me H Ph(2-F-6-Cl) 45-19 Me Me H H Cl Ph(2-F) 45-20 Me Me H H Cl Ph(2,6-F₂) 45-21 Me Me H H Cl Ph(2-Cl) 45-22 Me Me H H Cl Ph(2-Me) 45-23 Me Me H H Cl Ph(2-CF₃) 45-24 Me Me H H Cl Ph(2-F-6-Cl) 45-25 Me Me H H Me Ph(2-F) 45-26 Me Me H H Me Ph(2,6-F₂) 45-27 Me Me H H Me Ph(2-Cl) 45-28 Me Me H H Me Ph(2-Me) 45-29 Me Me H H Me Ph(2-CF₃) 45-30 Me Me H H Me Ph(2-F-6-Cl) 45-31 Me Me H Me Me Ph(2-F) 45-32 Me Me H Me Me Ph(2,6-F₂) 45-33 Me Me H Me Me Ph(2-Cl) 45-34 Me Me H Me Me Ph(2-Me) 45-35 Me Me H Me Me Ph(2-CF₃) 45-36 Me Me H Me Me Ph(2-F-6-Cl)

[0285] TABLE 46

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ B (mp ° C.) 46-1 Me Me H H H H Ph(2-F) 46-2 Me Me H H H H Ph(2,6-F₂) 46-3 Me Me H H H H Ph(2-Cl) 46-4 Me Me H H H H Ph(2-Me) 46-5 Me Me H H H H Ph(2-CF₃) 46-6 Me Me H H H H Ph(2-F-6-Cl) 46-7 Me Me H H Cl H Ph(2-F) 46-8 Me Me H H Cl H Ph(2,6-F₂) 46-9 Me Me H H Cl H Ph(2-Cl) 46-10 Me Me H H Cl H Ph(2-Me) 46-11 Me Me H H Cl H Ph(2-CF₃) 46-12 Me Me H H Cl H Ph(2-F-6-Cl) 46-13 Me Me H H Me H Ph(2-F) 46-14 Me Me H H Me H Ph(2,6-F₂) 46-15 Me Me H H Me H Ph(2-Cl) 46-16 Me Me H H Me H Ph(2-Me) 46-17 Me Me H H Me H Ph(2-CF₃) 46-18 Me Me H H Me H Ph(2-F-6-Cl) 46-19 Me Me H H H Me Ph(2-F) 46-20 Me Me H H H Me Ph(2,6-F₂) 46-21 Me Me H H H Me Ph(2-Cl) 46-22 Me Me H H H Me Ph(2-Me) 46-23 Me Me H H H Me Ph(2-CF₃) 46-24 Me Me H H H Me Ph(2-F-6-Cl) 46-25 Me Me H Me H H Ph(2-F) 46-26 Me Me H Me H H Ph(2,6-F₂) 46-27 Me Me H Me H H Ph(2-Cl) 46-28 Me Me H Me H H Ph(2-Me) 46-29 Me Me H Me H H Ph(2-CF₃) 46-30 Me Me H Me H H Ph(2-F-6-Cl) 46-31 Me Me H Me Cl H Ph(2-F) 46-32 Me Me H Me Cl H Ph(2,6-F₂) 46-33 Me Me H Me Cl H Ph(2-Cl) 46-34 Me Me H Me Cl H Ph(2-Me) 46-35 Me Me H Me Cl H Ph(2-CF₃) 46-36 Me Me H Me Cl H Ph(2-F-6-Cl) 46-37 Me Me H Me Me H Ph(2-F) 46-38 Me Me H Me Me H Ph(2,6-F₂) 46-39 Me Me H Me Me H Ph(2-Cl) 46-40 Me Me H Me Me H Ph(2-Me) 46-41 Me Me H Me Me H Ph(2-CF₃) 46-42 Me Me H Me Me H Ph(2-F-6-Cl) 46-43 Me Me H Me H Me Ph(2-F) 46-44 Me Me H Me H Me Ph(2,6-F₂) 46-45 Me Me H Me H Me Ph(2-Cl) 46-46 Me Me H Me H Me Ph(2-Me) 46-47 Me Me H Me H Me Ph(2-CF₃) 46-48 Me Me H Me H Me Ph(2-F-6-Cl)

[0286] TABLE 47

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 47-1 Me Me H H H Ph(2-F) 47-2 Me Me H H H Ph(2,6-F₂) 47-3 Me Me H H H Ph(2-Cl) 47-4 Me Me H H H Ph(2-Me) 47-5 Me Me H H H Ph(2-CF₃) 47-6 Me Me H H H Ph(2-F-6-Cl) 47-7 Me Me H Cl H Ph(2-F) 47-8 Me Me H Cl H Ph(2,6-F₂) 47-9 Me Me H Cl H Ph(2-Cl) 47-10 Me Me H Cl H Ph(2-Me) 47-11 Me Me H Cl H Ph(2-CF₃) 47-12 Me Me H Cl H Ph(2-F-6-Cl) 47-13 Me Me H Me H Ph(2-F) 47-14 Me Me H Me H Ph(2,6-F₂) 47-15 Me Me H Me H Ph(2-Cl) 47-16 Me Me H Me H Ph(2-Me) 47-17 Me Me H Me H Ph(2-CF₃) 47-18 Me Me H Me H Ph(2-F-6-Cl) 47-19 Me Me H H Cl Ph(2-F) 47-20 Me Me H H Cl Ph(2,6-F₂) 47-21 Me Me H H Cl Ph(2-Cl) 47-22 Me Me H H Cl Ph(2-Me) 47-23 Me Me H H Cl Ph(2-CF₃) 47-24 Me Me H H Cl Ph(2-F-6-Cl) 47-25 Me Me H H Me Ph(2-F) 47-26 Me Me H H Me Ph(2,6-F₂) 47-27 Me Me H H Me Ph(2-Cl) 47-28 Me Me H H Me Ph(2-Me) 47-29 Me Me H H Me Ph(2-CF₃) 47-30 Me Me H H Me Ph(2-F-6-Cl) 47-31 Me Me H Me Me Ph(2-F) 47-32 Me Me H Me Me Ph(2,6-F₂) 47-33 Me Me H Me Me Ph(2-Cl) 47-34 Me Me H Me Me Ph(2-Me) 47-35 Me Me H Me Me Ph(2-CF₃) 47-36 Me Me H Me Me Ph(2-F-6-Cl)

[0287] TABLE 48

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 48-1 Me Me H H H Ph(2-F) 48-2 Me Me H H H Ph(2,6-F₂) 48-3 Me Me H H H Ph(2-Cl) 48-4 Me Me H H H Ph(2-Me) 48-5 Me Me H H H Ph(2-CF₃) 48-6 Me Me H H H Ph(2-F-6-Cl) 48-7 Me Me H Cl H Ph(2-F) 48-8 Me Me H Cl H Ph(2,6-F₂) 48-9 Me Me H Cl H Ph(2-Cl) 48-10 Me Me H Cl H Ph(2-Me) 48-11 Me Me H Cl H Ph(2-CF₃) 48-12 Me Me H Cl H Ph(2-F-6-Cl) 48-13 Me Me H Me H Ph(2-F) 48-14 Me Me H Me H Ph(2,6-F₂) 48-15 Me Me H Me H Ph(2-Cl) 48-16 Me Me H Me H Ph(2-Me) 48-17 Me Me H Me H Ph(2-CF₃) 48-18 Me Me H Me H Ph(2-F-6-Cl) 48-19 Me Me H H Cl Ph(2-F) 48-20 Me Me H H Cl Ph(2,6-F₂) 48-21 Me Me H H Cl Ph(2-Cl) 48-22 Me Me H H Cl Ph(2-Me) 48-23 Me Me H H Cl Ph(2-CF₃) 48-24 Me Me H H Cl Ph(2-F-6-Cl) 48-25 Me Me H H Me Ph(2-F) 48-26 Me Me H H Me Ph(2,6-F₂) 48-27 Me Me H H Me Ph(2-Cl) 48-28 Me Me H H Me Ph(2-Me) 48-29 Me Me H H Me Ph(2-CF₃) 48-30 Me Me H H Me Ph(2-F-6-Cl) 48-31 Me Me H Me Me Ph(2-F) 48-32 Me Me H Me Me Ph(2,6-F₂) 48-33 Me Me H Me Me Ph(2-Cl) 48-34 Me Me H Me Me Ph(2-Me) 48-35 Me Me H Me Me Ph(2-CF₃) 48-36 Me Me H Me Me Ph(2-F-6-Cl)

[0288] TABLE 49

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 49-1 Me Me H H H Ph(2-F) 49-2 Me Me H H H Ph(2,6-F₂) 49-3 Me Me H H H Ph(2-Cl) 49-4 Me Me H H H Ph(2-Me) 49-5 Me Me H H H Ph(2-CF₃) 49-6 Me Me H H H Ph(2-F-6-Cl) 49-7 Me Me H Cl H Ph(2-F) 49-8 Me Me H Cl H Ph(2,6-F₂) 49-9 Me Me H Cl H Ph(2-Cl) 49-10 Me Me H Cl H Ph(2-Me) 49-11 Me Me H Cl H Ph(2-CF₃) 49-12 Me Me H Cl H Ph(2-F-6-Cl) 49-13 Me Me H Me H Ph(2-F) 49-14 Me Me H Me H Ph(2,6-F₂) 49-15 Me Me H Me H Ph(2-Cl) 49-16 Me Me H Me H Ph(2-Me) 49-17 Me Me H Me H Ph(2-CF₃) 49-18 Me Me H Me H Ph(2-F-6-Cl) 49-19 Me Me H H Ci Ph(2-F) 49-20 Me Me H H Cl Ph(2,6-F₂) 49-21 Me Me H H Cl Ph(2-Cl) 49-22 Me Me H H Cl Ph(2-Me) 49-23 Me Me H H Cl Ph(2-CF₃) 49-24 Me Me H H Cl Ph(2-F-6-Cl) 49-25 Me Me H H Me Ph(2-F) 49-26 Me Me H H Me Ph(2,6-F₂) 49-27 Me Me H H Me Ph(2-Cl) 49-28 Me Me H H Me Ph(2-Me) 49-29 Me Me H H Me Ph(2-CF₃) 49-30 Me Me H H Me Ph(2-F-6-Cl) 49-31 Me Me H Me Me Ph(2-F) 49-32 Me Me H Me Me Ph(2,6-F₂) 49-33 Me Me H Me Me Ph(2-Cl) 49-34 Me Me H Me Me Ph(2-Me) 49-35 Me Me H Me Me Ph(2-CF₃) 49-36 Me Me H Me Me Ph(2-F-6-Cl)

[0289] TABLE 50

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 50-1 Me Me H H H Ph(2-F) 50-2 Me Me H H H Ph(2,6-F₂) 50-3 Me Me H H H Ph(2-Cl) 50-4 Me Me H H H Ph(2-Me) 50-5 Me Me H H H Ph(2-CF₃) 50-6 Me Me H H H Ph(2-F-6-Cl) 50-7 Me Me H Cl H Ph(2-F) 50-8 Me Me H Cl H Ph(2,6-F₂) 50-9 Me Me H Cl H Ph(2-Cl) 50-10 Me Me H Cl H Ph(2-Me) 50-11 Me Me H Cl H Ph(2-CF₃) 50-12 Me Me H Cl H Ph(2-F-6-Cl) 50-13 Me Me H Me H Ph(2-F) 50-14 Me Me H Me H Ph(2,6-F₂) 50-15 Me Me H Me H Ph(2-Cl) 50-16 Me Me H Me H Ph(2-Me) 50-17 Me Me H Me H Ph(2-CF₃) 50-18 Me Me H Me H Ph(2-F-6-Cl) 50-19 Me Me H H Cl Ph(2-F) 50-20 Me Me H H Cl Ph(2,6-F₂) 50-21 Me Me H H Cl Ph(2-Cl) 50-22 Me Me H H Cl Ph(2-Me) 50-23 Me Me H H Cl Ph(2-CF₃) 50-24 Me Me H H Cl Ph(2-F-6-Cl) 50-25 Me Me H H Me Ph(2-F) 50-26 Me Me H H Me Ph(2,6-F₂) 50-27 Me Me H H Me Ph(2-Cl) 50-28 Me Me H H Me Ph(2-Me) 50-29 Me Me H H Me Ph(2-CF₃) 50-30 Me Me H H Me Ph(2-F-6-Cl) 50-31 Me Me H Me Me Ph(2-F) 50-32 Me Me H Me Me Ph(2,6-F₂) 50-33 Me Me H Me Me Ph(2-Cl) 50-34 Me Me H Me Me Ph(2-Me) 50-35 Me Me H Me Me Ph(2-CF₃) 50-36 Me Me H Me Me Ph(2-F-6-Cl)

[0290] TABLE 51

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 51-1 Me Me H H H Ph(2-F) 121-122 51-2 Me Me H H H Ph(2,6-F₂) 147-148 51-3 Me Me H H H Ph(2-Cl) 51-4 Me Me H H H Ph(2-Me) 51-5 Me Me H H H Ph(2-CF₃) 51-6 Me Me H H H Ph(2-F-6-Cl) 51-7 Me Me H Me H Ph(2-F) 51-8 Me Me H Me H Ph(2,6-F₂) 51-9 Me Me H Me H Ph(2-Cl) 51-10 Me Me H Me H Ph(2-Me) 51-11 Me Me H Me H Ph(2-CF₃) 51-12 Me Me H Me H Ph(2-F-6-Cl) 51-13 Me Me H Me Me Ph(2-F) 51-14 Me Me H Me Me Ph(2,6-F₂) 51-15 Me Me H Me Me Ph(2-Cl) 51-16 Me Me H Me Me Ph(2-Me) 51-17 Me Me H Me Me Ph(2-CF₃) 51-18 Me Me H Me Me Ph(2-F-6-Cl) 51-19 Me Me H Me Cl Ph(2-F) 51-20 Me Me H Me Cl Ph(2,6-F₂) 51-21 Me Me H Me Cl Ph(2-Cl) 51-22 Me Me H Me Cl Ph(2-Me) 51-23 Me Me H Me Cl Ph(2-CF₃) 51-24 Me Me H Me Cl Ph(2-F-6-Cl) 51-25 Me Me H Me Br Ph(2-F) 51-26 Me Me H Me Br Ph(2,6-F₂) 51-27 Me Me H Me Br Ph(2-Cl) 51-28 Me Me H Me Br Ph(2-Me) 51-29 Me Me H Me Br Ph(2-CF₃) 51-30 Me Me H Me Br Ph(2-F-6-Cl) 51-31 Me Me H Me CF₃ Ph(2-F) 51-32 Me Me H Me CF₃ Ph(2,6-F₂) 51-33 Me Me H Me CF₃ Ph(2-Cl) 51-34 Me Me H Me CF₃ Ph(2-Me) 51-35 Me Me H Me CF₃ Ph(2-CF₃) 51-36 Me Me H Me CF₃ Ph(2-F-6-Cl) 51-37 Me Me H Me OCF₃ Ph(2-F) 51-38 Me Me H Me OCF₃ Ph(2,6-F₂) 51-39 Me Me H Me OCF₃ Ph(2-Cl) 51-40 Me Me H Me OCF₃ Ph(2-Me) 51-41 Me Me H Me OCF₃ Ph(2-CF₃) 51-42 Me Me H Me OCF₃ Ph(2-F-6-Cl) 51-43 Me Me H Me OCHF₂ Ph(2-F) 51-44 Me Me H Me OCHF₂ Ph(2,6-F₂) 51-45 Me Me H Me OCHF₂ Ph(2-Cl) 51-46 Me Me H Me OCHF₂ Ph(2-Me) 51-47 Me Me H Me OCHF₂ Ph(2-CF₃) 51-48 Me Me H Me OCHF₂ Ph(2-F-6-Cl) 51-49 Me Me H Me OCH₂CF₃ Ph(2-F) 51-50 Me Me H Me OCH₂CF₃ Ph(2,6-F₂) 51-51 Me Me H Me OCH₂CF₃ Ph(2-Cl) 51-53 Me Me H Me OCH₂CF₃ Ph(2-CF₃) 51-54 Me Me H Me OCH₂CF₃ Ph(2-F-6-Cl) 51-55 Me Me H Cl H Ph(2-F) 51-56 Me Me H Cl H Ph(2,6-F₂) 51-57 Me Me H Cl H Ph(2-Cl) 51-58 Me Me H Cl H Ph(2-Me) 51-59 Me Me H Cl H Ph(2-CF₃) 51-60 Me Me H Cl H Ph(2-F-6-Cl) 51-61 Me Me H Cl Me Ph(2-F) 51-62 Me Me H Cl Me Ph(2,6-F₂) 51-63 Me Me H Cl Me Ph(2-Cl) 51-64 Me Me H Cl Me Ph(2-Me) 51-65 Me Me H Cl Me Ph(2-CF₃) 51-66 Me Me H Cl Me Ph(2-F-6-Cl) 51-67 Me Me H Cl Cl Ph(2-F) 51-68 Me Me H Cl Cl Ph(2,6-F₂) 51-69 Me Me H Cl Cl Ph(2-Cl) 51-70 Me Me H Cl Cl Ph(2-Me) 51-71 Me Me H Cl Cl Ph(2-CF₃) 51-72 Me Me H Cl Cl Ph(2-F-6-Cl) 51-73 Me Me H Cl Br Ph(2-F) 51-74 Me Me H Cl Br Ph(2,6-F₂) 51-75 Me Me H Cl Br Ph(2-Cl) 51-76 Me Me H Cl Br Ph(2-Me) 51-77 Me Me H Cl Br Ph(2-CF₃) 51-78 Me Me H Cl Br Ph(2-F-6-Cl) 51-79 Me Me H Cl CF₃ Ph(2-F) 51-80 Me Me H Cl CF₃ Ph(2,6-F₂) 51-81 Me Me H Cl CF₃ Ph(2-Cl) 51-82 Me Me H Cl CF₃ Ph(2-Me) 51-83 Me Me H Cl CF₃ Ph(2-CF₃) 51-84 Me Me H Cl CF₃ Ph(2-F-6-Cl) 51-85 Me Me H Cl OCF₃ Ph(2-F) 51-86 Me Me H Cl OCF₃ Ph(2,6-F₂) 51-87 Me Me H Cl OCF₃ Ph(2-Cl) 51-88 Me Me H Cl OCF₃ Ph(2-Me) 51-89 Me Me H Cl OCF₃ Ph(2-CF₃) 51-90 Me Me H Cl OCF₃ Ph(2-F-6-Cl) 51-91 Me Me H Cl OCHF₂ Ph(2-F) 51-92 Me Me H Cl OCHF₂ Ph(2,6-F₂) 51-93 Me Me H Cl OCHF₂ Ph(2-Cl) 51-94 Me Me H Cl OCHF₂ Ph(2-Me) 51-95 Me Me H Cl OCHF₂ Ph(2-CF₃) 51-96 Me Me H Cl OCHF₂ Ph(2-F-6-Cl) 51-97 Me Me H Cl OCH₂CF₃ Ph(2-F) 51-98 Me Me H Cl OCH₂CF₃ Ph(2,6-F₂) 51-99 Me Me H Cl OCH₂CF₃ Ph(2-Cl) 51-100 Me Me H Cl OCH₂CF₃ Ph(2-Me) 51-101 Me Me H Cl OCH₂CF₃ Ph(2-CF₃) 51-102 Me Me H Cl OCH₂CF₃ Ph(2-F-6-Cl)

[0291] TABLE 2

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ X₃ B (mp ° C.) 52-1 Me Me H H H H Ph(2-F) 52-2 Me Me H H H H Ph(2,6-F₂) 52-3 Me Me H H H H Ph(2-Cl) 52-4 Me Me H H H H Ph(2-Me) 52-5 Me Me H H H H Ph(2-CF₃) 52-6 Me Me H H H H Ph(2-F-6-Cl) 52-7 Me Me H H Me H Ph(2-F) 52-8 Me Me H H Me H Ph(2,6-F₂) 52-9 Me Me H H Me H Ph(2-Cl) 52-10 Me Me H H Me H Ph(2-Me) 52-11 Me Me H H Me H Ph(2-CF₃) 52-12 Me Me H H Me H Ph(2-F-6-Cl) 52-13 Me Me H H H Me Ph(2-F) 52-14 Me Me H H H Me Ph(2,6-F₂) 52-15 Me Me H H H Me Ph(2-Cl) 52-16 Me Me H H H Me Ph(2-Me) 52-17 Me Me H H H Me Ph(2-CF₃) 52-18 Me Me H H H Me Ph(2-F-6-Cl) 52-19 Me Me H F H H Ph(2-F) 52-20 Me Me H F H H Ph(2,6-F₂) 52-21 Me Me H F H H Ph(2-Cl) 52-22 Me Me H F H H Ph(2-Me) 52-23 Me Me H F H H Ph(2-CF₃) 52-24 Me Me H F H H Ph(2-F-6-Cl) 52-25 Me Me H F Me H Ph(2-F) 52-26 Me Me H F Me H Ph(2,6-F₂) 52-27 Me Me H F Me H Ph(2-Cl) 52-28 Me Me H F Me H Ph(2-Me) 52-29 Me Me H F Me H Ph(2-CF₃) 52-30 Me Me H F Me H Ph(2-F-6-Cl) 52-31 Me Me H F Cl H Ph(2-F) 52-32 Me Me H F Cl H Ph(2,6-F₂) 52-33 Me Me H F Cl H Ph(2-Cl) 52-34 Me Me H F Cl H Ph(2-Me) 52-35 Me Me H F Cl H Ph(2-CF₃) 52-36 Me Me H F Cl H Ph(2-F-6-Cl) 52-37 Me Me H F H Me Ph(2-F) 52-38 Me Me H F H Me Ph(2,6-F₂) 52-39 Me Me H F H Me Ph(2-Cl) 52-40 Me Me H F H Me Ph(2-Me) 52-41 Me Me H F H Me Ph(2-CF₃) 52-42 Me Me H F H Me Ph(2-F-6-Cl) 52-43 Me Me H H Cl H Ph(2-F) 52-44 Me Me H H Cl H Ph(2,6-F₂) 52-45 Me Me H H Cl H Ph(2-Cl) 52-46 Me Me H H Cl H Ph(2-Me) 52-47 Me Me H H Cl H Ph(2-CF₃) 52-48 Me Me H H Cl H Ph(2-F-6-Cl) 52-49 Me Me H H H Cl Ph(2-F) 52-50 Me Me H H H Cl Ph(2,6-F₂) 52-51 Me Me H H H Cl Ph(2-Cl) 52-52 Me Me H H H Cl Ph(2-Me) 52-53 Me Me H H H Cl Ph(2-CF₃) 52-54 Me Me H H H Cl Ph(2-F-6-Cl) 52-55 Me Me H F H Cl Ph(2-F) 52-56 Me Me H F H Cl Ph(2,6-F₂) 52-57 Me Me H F H Cl Ph(2-Cl) 52-58 Me Me H F H Cl Ph(2-Me) 52-59 Me Me H F H Cl Ph(2-CF₃) 52-60 Me Me H F H Cl Ph(2-F-6-Cl)

[0292] TABLE 53

Physical Compound properties No. R₁ R₂ R₃ X₁ X₂ B (mp ° C.) 53-1 Me Me H H H Ph(2-F) 53-2 Me Me H H H Ph(2,6-F₂) 53-3 Me Me H H H Ph(2-Cl) 53-4 Me Me H H H Ph(2-Me) 53-5 Me Me H H H Ph(2-CF₃) 53-6 Me Me H H H Ph(2-F-6-Cl) 53-7 Me Me H Cl H Ph(2-F) 53-8 Me Me H Cl H Ph(2,6-F₂) 53-9 Me Me H Cl H Ph(2-Cl) 53-10 Me Me H Cl H Ph(2-Me) 53-11 Me Me H Cl H Ph(2-CF₃) 53-12 Me Me H Cl H Ph(2-F-6-Cl) 53-13 Me Me H Me H Ph(2-F) 53-14 Me Me H Me H Ph(2,6-F₂) 53-15 Me Me H Me H Ph(2-Cl) 53-16 Me Me H Me H Ph(2-Me) 53-17 Me Me H Me H Ph(2-CF₃) 53-18 Me Me H Me H Ph(2-F-6-Cl) 53-19 Me Me H H Cl Ph(2-F) 53-20 Me Me H H Cl Ph(2,6-F₂) 53-21 Me Me H H Cl Ph(2-Cl) 53-22 Me Me H H Cl Ph(2-Me) 53-23 Me Me H H Cl Ph(2-CF₃) 53-24 Me Me H H Cl Ph(2-F-6-Cl) 53-25 Me Me H H Me Ph(2-F) 53-26 Me Me H H Me Ph(2,6-F₂) 53-27 Me Me H H Me Ph(2-Cl) 53-28 Me Me H H Me Ph(2-Me) 53-29 Me Me H H Me Ph(2-CF₃) 53-30 Me Me H H Me Ph(2-F-6-Cl) 53-31 Me Me H Me Me Ph(2-F) 53-32 Me Me H Me Me Ph(2,6-F₂) 53-33 Me Me H Me Me Ph(2-Cl) 53-34 Me Me H Me Me Ph(2-Me) 53-35 Me Me H Me Me Ph(2-CF₃) 53-36 Me Me H Me Me Ph(2-F-6-Cl)

[0293] Now, Test Examples will be described.

TEST EXAMPLE 1

[0294] Test on Southern Root-knot Nematode (Meloidgyne incognita) (Soil incorporation)

[0295] To 300 ml of the soil contaminated by southern root-knot nematode, 7 ml of a chemical solution having the concentration of the compound of the present invention adjusted to be 1600 ppm, is poured, followed by mixing so that the compound is uniformly dispersed. The treated soil is put into a pot (diameter: 9 cm, height: 8 cm), and then a tomato seedling in 2-leaf stage is transplanted and placed in a greenhouse. After three to four weeks from the transplantation of the tomato, the root knot index is determined based on the following standards. The compound of the present invention shows high controlling effects at a level of a root knot index of not more than 1. For example, the compound Nos. 1-25, 1-26, 1-73, 1-100, 1-122, 1-123, 1-125, 1-127, 1-130, 1-131, 1-133, 1-136, 1-137, 1-139, 1-140, 1-172, 1-173, 1-177, 5-5, 5-9, 5-11, 5-16, 5-20, 8-2, 8-5, 13-2, 13-4, 13-6, 13-7, 13-18, 13-19, 13-44, 13-45, 16-32, 16-37 and 16-38 were at a level of a root knot index of not more than 1. Degree of formation of root Root knot index knots 0 No knot was formed 1 Knots were formed to a slight degree 2 Knots were formed to a moderate degree 3 Knots were formed to a heavy degree 4 Knots were formed to the heaviest degree

TEST EXAMPLE 2

[0296] Test on Cobb Root-lesion Nematode (Pratylenchus penetrans) (Soil incorporation)

[0297] To 300 ml of the soil contaminated by Cobb root-lesion nematode, 7 ml of a chemical solution having the concentration of the compound of the present invention adjusted to be 1600 ppm, is poured, followed by mixing so that the compound is uniformly dispersed. The treated soil is put into a pot (diameter: 9 cm, height: 8 cm), and then 10 seeds of burdock are disseminated and placed in a greenhouse. After about two months from the dissemination of the burdock seeds, injury level of the roots is determined based on the following standards. The compound of the present invention shows high controlling effects at a level of an injury index of not more than 1. For example, the compound Nos. 13-19 and 13-45 were at a level of an injury index of not more than 1. Injury index Injury level of roots 0 No injury 1 Slight injury 2 Moderate injury 3 Heavy injury 4 Heaviest injury

TEST EXAMPLE 3

[0298] Test on Cobb Root-lesion Nematode (Immersion Treatment)

[0299] To a test tube made of glass (DISPOSABLE CULTURE TUBE manufactured by IWAKI Co., Ltd: internal diameter: 10 mm, lengh: 75 mm), 1 ml of a chemical solution having the concentration of the compound of the present invention adjusted to be 40 ppm, is poured. 1 ml of water having about 100 of Cobb root-lesion nematodes is added thereto, followed by stirring gently. The final concentration of the compound of the present invention in the obtained solution is 20 ppm. Then, the top of the test tube is covered with a Para film (Manufactured by American National Can Co., Ltd) to obdurate, and then it is left at 25° C. After two days, the above solution is transferred to a slide glass (MICRO SLIDE GLASS manufactured by MATSUNAMI Co., Ltd: With plankton lattice lines), the number of inactive nematodes (including ones which do not move at least 10 seconds) and the number of active nematodes are counted by a microscope. The motility inhibition ratio (%) is calculated based on the following formula. As a result, the compound of the present invention shows high controlling effects at a level of a motility inhibition ratio (%) of not less than 70%. For example, the motility inhibition ratio of the compounds Nos. 13-45, 16-37 and 16-38 showed at a level of a motility inhibition ratio of not less than 70%.

[0300] Motility inhibition ratio (%)=The number of inactive nematodes/(The number of active nematodes+The number of inactive nematodes)×100

TEST EXAMPLE 4

[0301] Test on Coccidia

[0302]Eimeria tenella of wild type is infected to chicks to obtain fresh immature oocysts, which are then exposed to a solution having a predetermined concentration of the compound of the present invention for 10 or 30 minutes. The exposed immature oocysts are subjected to centrifugal separation, and after removing the supernatant, a 2% potassium bichromate aqueous solution is added, followed by sporulation at 25° C. for 4 days, whereby good oosyst controlling effects are confirmed.

TEST EXAMPLE 5

[0303] Test on Gog Filarioidea

[0304] To a dog subcutaneously infected with dog filarioidea (Dirofilaria immitis), the compound of the present invention is orally administered. At the time of an autopsy after 200 days from the infection, the number of adults of dog filarioidea parasitic to the lung or heart of the treated animal is investigated, whereby good effects for controlling dog filarioidea is confirmed.

[0305] Now, formulation Examples will be described. FORMULATION EXAMPLE 1 (1) Compound of the present invention 20 parts by weight (2) Clay 72 parts by weight (3) Sodium lignin sulfonate  8 parts by weight

[0306] The above components are uniformly mixed to obtain a wettable powder. FORMULATION EXAMPLE 2 (1) Compound of the present invention  5 parts by weight (2) Talc 95 parts by weight

[0307] The above components are uniformly mixed to obtain a dust. FORMULATION EXAMPLE 3 (1) Compound of the present invention 20 parts by weight (2) N,N′-dimethylacetamide 20 parts by weight (3) Polyoxyethylenealkylphenyl ether 10 parts by weight (4) Xylene 50 parts by weight

[0308] The above components are uniformly mixed and dissolved to obtain an emulsifiable concentrate. FORMULATION EXAMPLE 4 (1) Clay 68 parts by weight (2) Sodium lignin sulfonate  2 parts by weight (3) Polyoxyethylenealkylaryl sulfate  5 parts by weight (4) Fine silica powder 25 parts by weight

[0309] A mixture of the above components is mixed with compound of the present invention in a weight ratio of 4:1 to obtain a wettable powder. FORMULATION EXAMPLE 5 (1) Compound of the present invention   50 parts by weight (2) Oxylated polyalkylphenyl   2 parts by weight   phosphate-triethanolamine (3) Silicone  0.2 part by weight (4) Water 47.8 parts by weight The above components are uniformly mixed and pulverized to obtain a base liquid, and (5) Sodium polycarboxylate   5 parts by weight (6) Anhydrous sodium sulfate 42.8 parts by weight are added, and the mixture is uniformly mixed and dried to obtain water-dispersible granules.

[0310] FORMULATION EXAMPLE 6 (1) Compound of the present invention   5 parts by weight (2) Polyoxyethyleneoctylphenyl ether   1 part by weight (3) polyoxyethylene phosphoric acid ester  0.1 part by weight (4) Granular calcium carbonate 93.9 parts by weight

[0311] The above components (1) to (3) are preliminarily uniformly mixed and diluted with a proper amount of acetone, and then the mixture is sprayed onto the component (4), and acetone is removed to obtain granules. FORMULATION EXAMPLE 7 (1) Compound of the present invention  2.5 parts by weight (2) N-methyl-2-pyrrolidone  2.5 parts by weight (3) Soybean oil 95.0 parts by weight

[0312] The above components are uniformly mixed and dissolved to obtain an ultra low volume formulation. 

1. An acid amide derivative of the formula (I) or a salt thereof:

wherein A is phenyl which may be substituted by X, benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy), B is alkyl, cycloalkyl, phenyl which may be substituted by Y, a heterocyclic group which may be substituted by Y, or a fused heterocyclic group which may be substituted by Y, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, pyridyloxy which may be substituted by Y, —OR₄, —SR₅, —NR₆R₇, —CO₂R₈, —C(═O)NR₉R₁₀ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, —OR₄, —CO₂R₁₁, —CONR₁₂R₁₃ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of R₁ and R₂ is alkyl, cyano or —CO₂R₁₄, or R₁ and R₂ may together form a 3- to 6-membered saturated carbocyclic ring, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —COR₁₅, —S(O)mR₁₆ or —S(O)nNR₁₇R₁₈, each of R₄ and R₆ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁, —C(═W) NR₂₂ R₂₃, —S(O)qR₂₄ or —S(O)rNR₂₅R₂₆, R₅ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁ or —C(═W)NR₂₂R₂₃, R₇ is hydrogen, alkyl or haloalkyl, each of R₈, R₉, R₁₀, R₁₁, R₁₂, R₁₃ and R₁₄ is hydrogen or alkyl, R₁₅ is hydrogen, alkyl or alkoxy, each of R₁₆, R₁₇, R₁₈, R₁₉, R₂₀, R₂₁, R₂₂, R₂₃, R₂₄, R₂₅ and R₂₆ is alkyl, haloalkyl or phenyl (the phenyl which may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of m, n, q and r is from 0 to 2, W is oxygen or sulfur, provided that (1) a case where A is phenyl which may be substituted by X₁, B is alkyl, cycloalkyl, phenyl which may be substituted by Y₁, pyridyl which may be substituted by Y₁ or pyrazolyl which may be substituted by Y₁, each of R₁ and R₂ is alkyl, or R₁ and R₂ together form a 3- to 6-membered saturated carbocyclic ring, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, alkylcarbonyl or alkoxycarbonyl, X₁ is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y₁, phenoxy which may be substituted by Y₁, benzyloxy which may be substituted by Y₁ or pyridyloxy which may be substituted by Y₁, and Y₁ is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro or cyano, and (2)N-[1-methyl-1-(2′-methylisonicotinoyl)ethyl]benzamide, are excluded.
 2. The acid amide derivative or a salt thereof according to claim 1, wherein A is phenyl which may be substituted by X′, benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy), X′ is alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, phenyl which may be substituted by Y′, phenoxy which may be substituted by Y′, benzyloxy which may be substituted by Y′, pyridyloxy which may be substituted by Y′, —OR₄, —SR₅, —NR₆R₇, —CO₂R₈, —C(═O)NR₉R₁₀ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y′ is —OR₄, —CO₂R₁₁, —CONR₁₂R₁₃ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy).
 3. The acid amide derivative or a salt thereof according to claim 2, wherein A is phenyl which may be substituted by X′.
 4. The acid amide derivative or a salt thereof according to claim 2, wherein A is benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy).
 5. The acid amide derivative.or a salt thereof according to claim 4, wherein A is benzyl which may be substituted by X or naphthyl which may be substituted by X.
 6. The acid amide derivative or a salt thereof according to claim 4, wherein A is a heterocyclic group which may be substituted by X or a fused heterocyclic group which may be substituted by X.
 7. The acid amide derivative or a salt thereof according to claim 6, wherein the heterocyclic group is a 5- or 6-membered heterocyclic group containing from 1 to 4 atoms of at least one type selected from the group consisting of O, S and N, and the fused heterocyclic group is a 8- to 10-membered fused heterocyclic group containing from 1 to 4 atoms of at least one type selected from the group consisting of O, S and N.
 8. The acid amide derivative or a salt thereof according to claim 7, wherein the heterocyclic group is furyl, tetrahydrofuryl, thienyl, pyrrolyl, pyrrolinyl, pyrrolidinyl, dioxolanyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, imidazolyl, imidazolinyl, imidazolidinyl, pyrazolyl, pyrazolinyl, pyrazolidinyl, triazolyl, oxadiazolyl, thiadiazolyl, tetrazolyl, pyranyl, pyridyl, piperidinyl, dioxanyl, oxazinyl, morpholinyl, thiazinyl, pyridazinyl, pyrimidinyl, pyrazinyl, pyperazinyl or triazinyl, and the fused heterocyclic group is benzofuranyl, isobenzofuranyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, benzothienyl, isobenzothienyl, dihydrobenzothienyl, dihydroisobenzothienyl, tetrahydrobenzothienyl, indolyl, isoindolyl, benzoxazolyl, benzothiazolyl, indazolyl, benzimidazolyl, benzodioxolanyl, benzodioxanyl, chromenyl, chromanyl, isochromanyl, chromonyl, chromanonyl, quinolyl, isoquinolyl, cinnolinyl, phthalazinyl, quinazolinyl, quinoxalinyl, indolizinyl, quinolizinyl, imidazopyridyl, naphthyridinyl, pteridinyl, dihydrobenzoxazinyl, dihydrobenzoxazolinonyl, dihydrobenzoxazinonyl or benzothioxanyl.
 9. The acid amide derivative or a salt thereof according to claim 4, wherein A is indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy).
 10. A process for producing an acid amide derivative of the formula (I) or a salt thereof:

wherein A is phenyl which may be substituted by X, benzyl which may be substituted by X, naphthyl which may be substituted by X, a heterocyclic group which may be substituted by X, a fused heterocyclic group which may be substituted by X, indanyl (the indanyl may be substituted by halogen, alkyl or alkoxy) or tetrahydronaphthyl (the tetrahydronaphthyl may be substituted by halogen, alkyl or alkoxy), B is alkyl, cycloalkyl, phenyl which may be substituted by Y, a heterocyclic group which may be substituted by Y, or a fused heterocyclic group which may be substituted by Y, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkoxyalkoxy, haloalkoxyalkoxy, alkoxyhaloalkoxy, haloalkoxyhaloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, pyridyloxy which may be substituted by Y, —OR₄, —SR₅, —NR₆R₇, —CO₂R₈, —C(═O)NR₉R₁₀ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), Y is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, —OR₄, —CO₂R₁₁, —CONR₁₂R₁₃ or an unsaturated heterocyclic group (the unsaturated heterocyclic ring may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of R₁ and R₂ is alkyl, cyano or —CO₂R₁₄, or R₁ and R₂ may together form a 3- to 6-membered saturated carbocyclic ring, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, —COR₁₅, —S(O)_(m)R₁₆ or —S(O)nNR₁₇R₁₈, each of R₄ and R₆ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁, —C(═W)NR₂₂R₂₃, —S(O)qR₂₄ or —S(O)rNR₂₅R₂₆, R₅ is hydrogen, —C(═W)R₁₉, —C(═W)OR₂₀, —C(═W)SR₂₁ or —C(═W)NR₂₂R₂₃, R₇ is hydrogen, alkyl or haloalkyl, each of R₈, R₉, R₁₀, R₁₁, R₁₂, R₁₃ and R₁₄ is hydrogen or alkyl, R₁₅ is hydrogen, alkyl or alkoxy, each of R₁₆, R₁₇, R₁₈, R₁₉, R₂₀, R₂₁, R₂₂, R₂₃, R₂₄, R₂₅ and R₂₆ is alkyl, haloalkyl or phenyl (the phenyl which may be substituted by halogen, alkyl, haloalkyl, alkoxy or haloalkoxy), each of m, n, q and r is from 0 to 2, W is oxygen or sulfur, provided that (1) a case where A is phenyl which may be substituted by X₁, B is alkyl, cycloalkyl, phenyl which may be substituted by Y₁, pyridyl which may be substituted by Y₁ or pyrazolyl which may be substituted by Y₁, each of R₁ and R₂ is alkyl, or R₁ and R₂ together form a 3- to 6-membered saturated carbocyclic ring, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, alkylcarbonyl or alkoxycarbonyl, X₁ is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y₁, phenoxy which may be substituted by Y₁, benzyloxy which may be substituted by Y₁ or pyridyloxy which may be substituted by Y₁, and Y₁ is halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro or cyano, and (2)N-[1-methyl-1-(2′-methylisonicotinoyl)ethyl]benzamide, are excluded, which comprises (1) reacting a compound of the formula (II) or a salt thereof:

wherein A, R₁ and R₂ are as defined above, with a compound of the formula (III): B-COZ  (III) wherein B is as defined above, and Z is hydroxy, alkoxy or halogen, or (2) reacting a compound of the formula (I-1):

wherein A, B, R₁ and R₂ are as defined above, with a compound of the formula (IV): R_(3a)-T (IV) wherein R_(3a) is alkyl, alkoxyalkyl, alkylthioalkyl, —COR₁₅, —S(O)mR₁₆ or —S(O)nNR₁₇ R₁₈, R₁₅, R₁₆, R₁₇, R₁₈, m and n are as defined above, and T is halogen.
 11. A pesticide which contains the acid amide derivative or a salt thereof as defined in claim 1, as an active ingredient.
 12. An agricultural or horticultural pesticide which contains the acid amide derivative or a salt thereof as defined in claim 1, as an active ingredient.
 13. An insecticide, miticide or nematicide which contains an acid amide derivative or a salt thereof as defined in claim 1, as an active ingredient.
 14. A nematicide which contains an acid amide derivative or a salt thereof as defined in claim 1, as an active ingredient.
 15. An agent for controlling parasites on animals, which contains an acid amide derivative or a salt thereof as defined in claim 1, as an active ingredient.
 16. An agent for controlling parasites in the bodies of animals, which contains an acid amide derivative or a salt thereof as defined in claim 1, as an active ingredient.
 17. An agent for preventing or curing animal diseases caused by parasites, which contains an acid amide derivative or a salt thereof as defined in claim 1, as an active ingredient.
 18. A method for controlling a pest, which comprises using an effective amount of an acid amide derivative or a salt thereof as defined in claim
 1. 